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beta-D-Ribofuranose 1-acetate 2,3,5-tribenzoate

beta-D-Ribofuranose 1-acetate 2,3,5-tribenzoate structure

CAS No.: 6974-32-9

Chemical Name:: beta-D-Ribofuranose 1-acetate 2,3,5-tribenzoate

Synonyms: 1-O-Acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose;ABR;NSC 23349;1-Acetyl-2;1-O-AcetyL;B-D-RIBOFURANOSE;-β-D-ribofuranose;-2,3,5-tri-O-benzoyL;ACETYLTRIBENZOYLRIBOSE;RibofuranoseAcetateTribenzoate

CBNumber:: CB3292813

Molecular Formula:: C28H24O9

Molecular Weight:: 504.48

MDL Number:: MFCD00005357

MOL File:: 6974-32-9.mol

Last updated:2025-02-26 11:47:18

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beta-D-Ribofuranose 1-acetate 2,3,5-tribenzoate Properties

Melting point	128-130 °C
alpha	24.4 º (c=1, pyridine)
Boiling point	621.0±55.0 °C(Predicted)
Density	1.35±0.1 g/cm3(Predicted)
refractive index	24 ° (C=1, Pyridine)
storage temp.	Sealed in dry,Room Temperature
solubility	Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly, Sonicated),
form	Liquid
color	Clear slightly yellow or greenish to brown
optical activity	[α]20/D +24.3°, c = 1 in pyridine
BRN	100243
InChIKey	GCZABPLTDYVJMP-CBUXHAPBSA-N
SMILES	C(OC)(=O)C1=CC=CC=C1[C@@H]1[C@@H](OC(=O)C2=CC=CC=C2)[C@@H](OC(=O)C2=CC=CC=C2)[C@H](OC(C)=O)O1 \|&1:10,11,21,31,r\|
CAS DataBase Reference	6974-32-9(CAS DataBase Reference)
EPA Substance Registry System	.beta.-D-Ribofuranose, 1-acetate 2,3,5-tribenzoate (6974-32-9)

SAFETY

Risk and Safety Statements

Symbol(GHS)

GHS07

Signal word

Warning

Hazard statements

H315-H319-H335

Precautionary statements

P261-P305+P351+P338

Hazard Codes

Risk Statements

36/38

Safety Statements

22-24/25-37/39-26

WGK Germany

TSCA

Yes

HS Code

29400090

NFPA 704

	1
0		0

beta-D-Ribofuranose 1-acetate 2,3,5-tribenzoate price More Price(36)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
Sigma-Aldrich	159018	β-D-Ribofuranose 1-acetate 2,3,5-tribenzoate 98%	6974-32-9	1g	$32.1	2024-03-01	Buy
Sigma-Aldrich	PHR3472	Azacitidine Related Compound B certified reference material, pharmaceutical secondary standard	6974-32-9	30MG	$507	2024-03-01	Buy
Sigma-Aldrich	1045541	Azacitidine Related Compound B United States Pharmacopeia (USP) Reference Standard	6974-32-9	15mg	$1210	2024-03-01	Buy
TCI Chemical	R0067	β-D-Ribofuranose 1-Acetate 2,3,5-Tribenzoate >98.0%(HPLC)	6974-32-9	5g	$76	2024-03-01	Buy
TCI Chemical	R0067	β-D-Ribofuranose 1-Acetate 2,3,5-Tribenzoate >98.0%(HPLC)	6974-32-9	25g	$191	2024-03-01	Buy

Product number	Packaging	Price	Buy
159018	1g	$32.1	Buy
PHR3472	30MG	$507	Buy
1045541	15mg	$1210	Buy
R0067	5g	$76	Buy
R0067	25g	$191	Buy

beta-D-Ribofuranose 1-acetate 2,3,5-tribenzoate Chemical Properties,Uses,Production

Description

β-D-Ribofuranose 1-Acetate 2,3,5-Tribenzoate is an optically active ribose derivative. It is white to orange to green powder to crystals, slightly soluble in methanol, and can be used as a starting material for nucleoside synthesis. The substance is also used as an intermediate for Clofarabine, which belongs to a class of drugs called purine nucleoside antimetabolites and is used to treat acute lymphoblastic leukemia (ALL) in children and young adults aged 1 to 21 years.

Chemical Properties

white to light yellow crystal powde

Uses

An inhibitor of neutrophil-keyhole limpet hemocyanin adhesion

Application

Beta-D-Ribofuranose 1-acetate 2,3,5-tribenzoate, also known as 1-O-Acetyl-2,3,5-tri-O-benzoyl-beta-D-ribofuranose, is a ribose-derived compound used in nucleoside synthesis.

Definition

The commonly used 1-O-acetyl-2,3,5- tri-O-benzoyl-β-D-ribofuranose (beta-D-Ribofuranose 1-acetate 2,3,5-tribenzoate) can be employed in the glycosylation of 7-deazapurines when 7-halogenated nucleobases are used. Using common ribosugars such as 1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose resulted in the formation of orthoamides when the pyrrole ring was not functionalized. The glycosylation yield and glycosylation position of 7-deazapurines with 1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose depends strongly on 7-substituents (H vs halogen) and amino protecting groups. It could be used to synthesize 5-Bromo-4-chloro-2-[(N2-isobutyryl){2,3,5-tri-O-benzoyl-β-Dribofuranosyl}]amino-7H-pyrrolo[2,3-d]pyrimidine.

Synthesis

Rac-(2R,3R,4R,5R)-2-((benzoyloxy)methyl)-5-hydroxytetrahydrofuran-3,4-diyl dibenzoate was dissolved in dry pyridine, and the solution was slowly added dropwise with acetic anhydride in an ice water bath, then stirred for 30 minutes. Then, the ice water bath was removed, and the solution was stirred at room temperature for 7 hours and then heated to 40°C. This temperature was kept for an hour. The solution was added with broken ice and then stirred until the broken ice melted. The reaction solution was poured into ice water and extracted with chloroform. The organic layer was washed sequentially with ice water, pre-cooled sulfuric acid, and saturated sodium bicarbonate until the water layer showed weak alkaline, then washed with ice water until the water layer showed neutral, dried over anhydrous sodium sulfate for more than 4 hours, and then drawn off under reduced pressure, to obtain the light yellow syrup-like beta-D-Ribofuranose 1-acetate 2,3,5-tribenzoate (92.1%).

Purification Methods

Recrystallise it from EtOH or isoPrOH. [Helv Chim Acta 42 1171 1959, NMR: J Org Chem 33 1799 1968, IR: Chem Pharm Bull Jpn 11 188 1963, Beilstein 17/6 V 213.]

beta-D-Ribofuranose 1-acetate 2,3,5-tribenzoate synthesis

Synthesis of beta-D-Ribofuranose 1-acetate 2,3,5-tribenzoate from Acetic anhydride and D-Ribofuranose, 2,3,5-tribenzoate

beta-D-Ribofuranose 1-acetate 2,3,5-tribenzoate Preparation Products And Raw materials

Raw materials

Preparation Products

5-Methyluridine THYMINE-BETA-D-ARABINOFURANOSIDE 1(2H)-Naphthalenone, 3,4-dihydro-5-(2,3,5-tri-O-benzoyl-.beta.-D-ribofuranosyl)oxy- .beta.-D-Ribofuranoside, 1-naphthalenyl, tribenzoate

beta-D-Ribofuranose 1-acetate 2,3,5-tribenzoate Suppliers

Global( 517)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
Beijing Ribio Biotech Co.,Ltd	010-62664360 +8613328773880	wucy@ribio.com.cn	China	117	58
Zhejiang Synose Tech Co., Ltd	579-82270620	expo@synose.com	CHINA	218	58
Wuhu Nuowei chemistry Co., Ltd.	+86-0553-2911116-802 +86-18055311600	sales1@nuowei-chem.com	China	1638	58
INNOBIO PHARM CO.,LTD	+8615600141006	cindyyb@126.com	China	271	58
Hebei Mujin Biotechnology Co.,Ltd	+86 13288715578 +8613288715578	sales@hbmojin.com	China	12809	58
Wuhan Fortuna Chemical Co., Ltd	+86-027-59207850	info@fortunachem.com	China	5975	58
Capot Chemical Co.,Ltd.	+86-（0）57185586718 +86-13336195806	sales@capot.com	China	29730	60
Shanghai Daken Advanced Materials Co.,Ltd	+86-371-+86-371-66670886	info@dakenam.com	China	19805	58
Beijing Cooperate Pharmaceutical Co.,Ltd	010-60279497	sales01@cooperate-pharm.com	CHINA	1803	55
Henan Tianfu Chemical Co.,Ltd.	+86-0371-55170693 +86-19937530512	info@tianfuchem.com	China	21628	55

Supplier	Advantage
Beijing Ribio Biotech Co.,Ltd	58
Zhejiang Synose Tech Co., Ltd	58
Wuhu Nuowei chemistry Co., Ltd.	58
INNOBIO PHARM CO.,LTD	58
Hebei Mujin Biotechnology Co.,Ltd	58
Wuhan Fortuna Chemical Co., Ltd	58
Capot Chemical Co.,Ltd.	60
Shanghai Daken Advanced Materials Co.,Ltd	58
Beijing Cooperate Pharmaceutical Co.,Ltd	55
Henan Tianfu Chemical Co.,Ltd.	55

View Lastest Price from beta-D-Ribofuranose 1-acetate 2,3,5-tribenzoate manufacturers

Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
2025-04-25	beta-D-Ribofuranose 1-acetate 2,3,5-tribenzoate 6974-32-9	US $0.00-0.00 / Kg/Drum	1KG	98%min HPLC	10 Tons	WUHAN FORTUNA CHEMICAL CO., LTD
2025-04-24	beta-D-Ribofuranose 1-acetate 2,3,5-tribenzoate 6974-32-9	US $0.00-0.00 / Kg	1Kg	98%	20Ton	Xinxiang Aurora Biotechnology Co.,Ltd.
2025-04-04	beta-D-Ribofuranose 1-acetate 2,3,5-tribenzoate 6974-32-9	US $0.00-0.00 / kg	1kg	98%	1Ton	Henan Aochuang Chemical Co.,Ltd.

beta-D-Ribofuranose 1-acetate 2,3,5-tribenzoate
6974-32-9
US $0.00-0.00 / Kg/Drum
98%min HPLC
WUHAN FORTUNA CHEMICAL CO., LTD

beta-D-Ribofuranose 1-acetate 2,3,5-tribenzoate
6974-32-9
US $0.00-0.00 / Kg
98%
Xinxiang Aurora Biotechnology Co.,Ltd.

beta-D-Ribofuranose 1-acetate 2,3,5-tribenzoate
6974-32-9
US $0.00-0.00 / kg
98%
Henan Aochuang Chemical Co.,Ltd.

beta-D-Ribofuranose 1-acetate 2,3,5-tribenzoate Spectrum

beta-D-Ribofuranose 1-acetate 2,3,5-tribenzoate(6974-32-9)MS beta-D-Ribofuranose 1-acetate 2,3,5-tribenzoate(6974-32-9)¹HNMR beta-D-Ribofuranose 1-acetate 2,3,5-tribenzoate(6974-32-9)¹³CNMR beta-D-Ribofuranose 1-acetate 2,3,5-tribenzoate(6974-32-9)IR1 beta-D-Ribofuranose 1-acetate 2,3,5-tribenzoate(6974-32-9)IR2 beta-D-Ribofuranose 1-acetate 2,3,5-tribenzoate(6974-32-9)Raman

6974-32-9(beta-D-Ribofuranose 1-acetate 2,3,5-tribenzoate)Related Search:

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1-O-Acetyl-2,3,5-tri-O-benzoyl-a,-D-ribofuranose B-D-RIBOFURANOSE-1-ACETATE-2,3,5-TRIBENZOATE BETA-D-RIBOFURANOSE 1-ACETATE 2,3,5-TRIBENZOATE 1-O-Acetyl-2-O,3-O,5-O-tribenzoyl-β-D-ribofuranose 2-O,3-O,5-O-Tribenzoyl-1-O-acetyl-β-D-ribofuranose 2-O,3-O,5-O-Tribenzoyl-β-D-ribofuranose 1-acetate (3R,4R,5R)-2-Acetoxy-3,4-bis(benzoyloxy)-5-(benzoyloxymethyl)tetrahydrofuran 1-0-Acetyl-2,3,5-Tri-0-Benzoyl--D-Ribofuranose beta-D-Ribofuranose 1-acetate 2,3,5-tribenzoate,98% ACETYLTRIBENZOYLRIBOSE 1-ACETYL-2,3,5-TRIBENZOY-B-D-RIBOFURANOSE 1-ACETYL-2,3,5-TRIBENZOYL-B-D-RIBOFURANOSE 1-ACETYL-2,3,5-TRIBENZOYL-BETA-D-RIBOFURANOSE 1-ACETYL-2,3,5-TRIBENZOYL-BETA-D-RIBOFURANOSIDE 2,3,5-TRI-O-BENZOYL-1-O-ACETYL-BETA-D-RIBOFURANOSE 1-O-ACETYL-2,3,5-TRI-O-BENZOYL-BETA-RIBOFURANOSE 1-O-ACETYL-2,3,5-TRI-O-BENZOYL-D-RIBOFURANOSIDE 1-O-ACETYL-2,3,5-TRI-O-BENZOYL-BETA-D-RIBOFURANOSE 1-O-ACETYL-2,3,5-TRIBENZOYL-BETA-D-RIBOFURANOSIDE 1-O-ACETYL-2,3,5-TRI-O-BENZOYL-B-D-RIBOFURANOSE 1-O-ACETYL-2,3,5-TRI-O-BENZOYL-BETA-ARABINOFURANOSIDE 1-0-Acetyl-2,3,5-Tri-0-Benzoyl-Beta-D-Ribofuranose 1-O-Acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose ,98% 1-Acetyl-2 5-tribenzoyl-beta-D-ribofuranose 1-acetate 2,3,5-tribenzoate-β-D-Ribofuranose 1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose 1-O-acetyl-2',3',5'-tri-O-benzoyl-β-D-ribofuranose 1-O-Acetyl-2,3,5-tri-O-benzoyl-β-D-ribose 2,3,5-Tri-O-benzoyl-β-D-ribofuranosyl Acetate NSC 23349 β-D-Ribofuranose 1-Αcetate 2,3,5-Tribenzoate 1-O-Acetyl-2,3,5-tri-O-benzoyl-β,DL-ribofuranose 1-O-Acetyl-2,3,5-Tri-O-benzoyl-beta-D-Ribofuranosine β-D-Ribofuranose, 1-acetate 2,3,5-tribenzoate 1-O-ACETYL-2,3,5-TRIBENZAMIDE-D-RIBOSE 2,3,5-TRI-O-BENZOYL-1-O-ACETYL-β-D-RIBOFURANSE 1-O-Acetyl-2,3,5-O-tribenzoyl-β-D-ribofuranose beta-D-Ribofuranose 1-acetate 2,3,5-tribenzoate, 99+% 1-Acetyl-2,3,5-tribenzoy-beta-D-ribofuranose 1-O-Acetyl-2,3,5-tri-O-benzoyl-a,b-D-ribofuranose 1-o-acetyl-2,3,5-tri-o-benzoyl-á-d-ribofuranose B-D-RIBOFURANOSE 1-O-Acetyl Tribenzoyl-B-D-Ribofuranose RibofuranoseAcetateTribenzoate SS-D-RIBOFURANOSE 1-ACETATE 2,3,5-TRIBENZOATE 1-O-Ac-2,3,5-tri-O-bz-β-D-ribofuranose á-d-ribofuranose 1-acetate 2,3,5-tribenzoate 1-O-ACETYL-2,3,5-TRI-O-BENZOYL-SS-D-RIBOFURANOSE 1-Acetyl-2,3,5-tri-O-benzoyl-B-D-ribofuranose 1-ACETYL-2, 3, 5-TRI-O-BENZOYL-β-D-RIBOFURANOSE (2S,3R,4R,5R)-2-acetoxy-5-(benzoyloxymethyl)tetrahydrofuran-3,4-diyl dibenzoate 1-O-Acetyl-2,3,5-Tri-O-Benzoly-Beta-D-Ribofuranse Min98% C1 1-O-acetyl 2,3,5-tri-O-benzoyl-β-d-[1-13C]ribofuranoside 1-O-acetyl 2,3,5-tri-O-benzoyl-β-d-[5-13C]ribofuranoside 1-O-acetyl 2,3,5-tri-O-benzoyl-β-d-[UL-13C5]ribofuranoside 1-O-Acetyl-2,3,5-Tri-D-Benxoyl-β -D-Ribose 1- acetyl-2,3,5- threebenzoyloxy-1-beta-D- furan ribose Azacitidine Related CoMpound B