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DMT-dC(bz) Phosphoramidite

DMT-dC(bz) Phosphoramidite Structure
CAS No.
102212-98-6
Chemical Name:
DMT-dC(bz) Phosphoramidite
Synonyms
DMT-dC(Bz)-CE;DMT-dC(bz) amidite;DNAC-PHOSPHORAMIDITE;Bz-dC Phosphoramidite;DMT-dC(Bz)-CE Amidites;DMT-dC-CEPhosphoramidite;2'-dC(Bz)Phosphoramidite;dC(Bz) CE Phosphoramidite;DMT-dC(bz) Phosphoramidite;dC (N-Bz) Phosphoramidite
CBNumber:
CB9226852
Molecular Formula:
C46H52N5O8P
Molecular Weight:
833.91
MOL File:
102212-98-6.mol
Modify Date:
2023/12/15 10:41:05

DMT-dC(bz) Phosphoramidite Properties

Melting point >84°C (dec.)
Density 1.23 at 20℃
vapor pressure 0-0Pa at 20-50℃
storage temp. Sealed in dry,2-8°C
solubility Chloroform, DMSO, Methanol (Slightly)
form powder or granules
pka 8.65±0.20(Predicted)
color white to off-white
InChIKey PGTNFMKLGRFZDX-SALLYJDFSA-N
SMILES O(C(C1=CC=C(OC)C=C1)(C1=CC=C(OC)C=C1)C1=CC=CC=C1)C[C@H]1O[C@@H](N2C=CC(NC(=O)C3=CC=CC=C3)=NC2=O)C[C@@H]1OP(N(C(C)C)C(C)C)OCCC#N |&1:25,27,45,r|
LogP 6.5 at 20℃

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P264-P270-P301+P312-P330-P501
Safety Statements  24/25
WGK Germany  3
HS Code  29349990

DMT-dC(bz) Phosphoramidite price More Price(14)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) C111060 DMT-dC(bz) Phosphoramidite configured for ABI 102212-98-6 12X1G ₹28675.43 2022-06-14 Buy
Sigma-Aldrich(India) C111050 DMT-dC(bz) Phosphoramidite configured for ABI, configured for (?KTA? and OligoPilot?) 102212-98-6 5G ₹12297.2 2022-06-14 Buy
Sigma-Aldrich(India) C111060 DMT-dC(bz) Phosphoramidite configured for ABI 102212-98-6 12X4G ₹77907.53 2022-06-14 Buy
Sigma-Aldrich(India) C111000 DMT-dC(bz) Phosphoramidite 102212-98-6 6X10G ₹97338.4 2022-06-14 Buy
Sigma-Aldrich(India) C111050 DMT-dC(bz) Phosphoramidite configured for ABI, configured for (?KTA? and OligoPilot?) 102212-98-6 10G ₹25980 2022-06-14 Buy
Product number Packaging Price Buy
C111060 12X1G ₹28675.43 Buy
C111050 5G ₹12297.2 Buy
C111060 12X4G ₹77907.53 Buy
C111000 6X10G ₹97338.4 Buy
C111050 10G ₹25980 Buy

DMT-dC(bz) Phosphoramidite Chemical Properties,Uses,Production

Chemical Properties

DMT-dC(bz) Phosphoramidite, also known as 5'-O-DMT-N4-Benzoyl-2'-Deoxycytidine-CE Phosphoramidite or (2R,3R,4R,5R)-2-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-5-(2-isobutyramido-6-oxo-1,6-dihydro-9H-purin-9-yl)-4-(2-methoxyethoxy)tetrahydrofuran-3-yl (2-cyanoethyl) diisopropylphosphoramidite (IUPAC Name), is a novel nucleoside amidite analog, which can be subjected in the synthesis of DNA.
DMT-dC(bz) Phosphoramidite belongs to the group of DNA Phosphoramidites.Its key features include:
Exocyclic amine functions are protected by a benzoyl group (dA(bz) anddC(bz)) or isobutyryl group (dG(ib))
Recommended cleavage and deprotection conditions are 8 hours at 55 °Cor 24 hours at room temperature using concentrated ammonia solution, for standard base-protected oligonucleotides
The high coupling efficiency of Proligo′s DNA phosphoramidites leads to high-yield and high-quality oligonucleotides.

Uses

5'-O-DMT-N4-Benzoyl-2'-deoxycytidine 3'-CE phosphoramidite is used to prepare antisense oligonucleotides containing conformationally constrained methoxyaminomethylene and aminooxymethylene and aminomethylene bridged nucleoside analogs.

Synthesis

Synthesis_102212-98-6
These Examples illustrate the phosphitylation of several protected nucleoside reagents with 2-Cyanoethyl-N,N,N',N'-tetraisopropylphosphordiamidite in the presence of several activators according to the present invention. Eleven phosphitylation reactions (1-11) comprising reacting a protected nucleoside reagent with 2-Cyanoethyl-N,N,N',N'-tetraisopropylphosphordiamidite in the presence of an acid-base activator according to the present invention were conducted, and the product yields of each calculated, as described in the General Procedure, below. The various combinations of protected nucleoside, activator base, activator acid, solvent, and yield for each of the 11 reactions are listed in Table 1. General Procedure: The activator base (1.1 to 1.2 equivalents) is added to the solvent and 0.95 to 1.1 equivalents of activator acid is subsequently added thereto at ambient temperature to form the activator solution. About 1 equivalent of the protected nucleoside is dissolved in about 10 equivalents of the solvent in a separate vessel and about 3 equivalents of the solvent is then distilled off under reduced pressure. About 1 to 1.2 equivalents of 2-Cyanoethyl-N,N,N',N'-tetraisopropylphosphordiamidite is added to the nucleoside mixture at ambient temperature, and the activator solution prepared previously is then added to the nucleoside mixture at ambient temperature with vigorous stirring. After 12 hours, the reaction mixture is diluted with toluene and washed with water. The organic layer is separated, dried over sodium sulfate if necessary, and concentrated under reduced pressure. The yield of the desired amidite is then calculated using HPLC techniques, that is, the resulting product mixture is run through an HPLC column using an appropriate eluent, and the area under the HPLC peaks used to determine the %yield of product in the mixture.

DMT-dC(bz) Phosphoramidite Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 188)Suppliers
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Suven Pharmaceuticals Limited +91-91-40-23541142 +91-4023541142 Telangana, India 218 58 Inquiry
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Innovassynth Technologies (I) Ltd. +91-2192260100 +91-7208872197 Maharashtra, India 118 58 Inquiry
A.J Chemicals 91-9810153283 New Delhi, India 6124 58 Inquiry
A. B. Enterprises +91-8048077585 Mumbai, India 1396 58 Inquiry
Zhejiang Hengkang Pharmaceutical Co., Ltd. +86-576-83372028 +86-18868723926 China 119 58 Inquiry
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career henan chemical co +86-0371-86658258 +8613203830695 China 29888 58 Inquiry
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Yunbio Tech Co.,Ltd. +86-010-60605551 +86-18046518538 China 321 58 Inquiry
REF DUPL: DMT-dC(bz) Phosphoramidite Bz-dC Phosphoramidite N4-Benzoyl-2'-deoxy-5'-O-DMT-cytidine 3'-CE phosphoramidite ,98% N4-Benzoyl-2'-deoxy-5'-O-DMT-cytidine 3'-CE phosphoramidite 2'-DEOXYCYTIDINE PHOSPHORAMIDITE DNAC-PHOSPHORAMIDITE dC (N-Bz) Phosphoramidite N-blocked-5'-O-DMT 3'-CED deoxycytidine phosphoramidite (2R,3S,5R)-5-(4-benzamido-2-oxopyrimidin-1(2H)-yl)-2-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)tetrahydrofuran-3-yl 2-cyanoethyl diisopropylphosphoramidite DMT-dC(bz) Phosphoramidite DMT-DC(BZ) AMIDITE 2G AB 12 PACK 3'-O-P-5'-O-DMT-N-BZ-2'-DEOXY-CYTIDINE [DC(BZ) PHOSPHORAMIDITE] 5'-Dimethoxytrityl-N-benzoyl-3'-deoxyCytidine,3'-[(2-cyanoethyl)-(N,N-diisopropyl)]-phosphoramidite DMT-dC-CEPhosphoramidite N4-Benzoyl-2'-deoxy-5'-O-DMT-cytidine 3'-CE phosphoraMidite DMT-dC(bz) Amidite 1g, 89, 12 Pack DMT-dC(bz) Amidite 20g, 6 Pack DMT-DC(BZ) AMIDITE 5G 6 PACK DMT-dC(bz) Amidite 4g, 60ml vial, 12 Pac DMT-dC(bz) Amidite 2g, 60ml vial, 12 Pac DMT-DC(BZ) AMIDITE 10G 6 PACK DMT-DC(BZ) AMIDITE 10G SINGLE DMT-DC(BZ) AMIDITE 1G AB 12 PACK DMT-dC(bz) Amidite 1g, 60ml vial, 12 Pac DMT-dC(bz) Amidite 7.65g, 6 Pack DMT-DC(BZ) AMIDITE 5G SINGLE DMT-DC(BZ) AMIDITE 2G 89 12 PACK N4-Benzoyl-5′-O-(4,4′-dimethoxytrityl)-2′-deoxycytidine-3′-O-[O-(2-cyanoethyl)-N,N′-diisopropylphosphoramidite] N6-Benzoyl-5'-O-DMT-2'-deoxycytidine-3'-CE Phosphoramidite DMT-dC(Bz)-CE Phosphoramidite N4-Benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidine-3'-cyanoethyl Phosphoramidite DMT-dC(bz) amidite n-benzoyl-5'-o-[bis(4-methoxyphenyl)phenylmethyl]-2'-deoxy-cytidine 3'-[2-cyanoethyl bis(1-methylethyl)phosphoramidite] N4-BENZOYL-5'-O-(DIMETHOXYTRITYL)-2'-DEOXYCYTIDINE-3'-N,N-DIISOPROPYL (CYANOETHYL) PHOSPHORAMIDITE 5'-O-(4,4'-DIMETHOXYTRITYL)-N4-BENZOYL-2'-DEOXYCYTIDINE-3'-(2-CYANOETHYL-N,N-DIISOPROPYL)PHOSPHORAMIDITE 5'-O-DMT-N4-Benzoyl-2'-deoxycytidine 3'-CE phosphoramidite N4-Benzoyl-2'-deoxy-5'-O-DMT-cytidine 3'-CE phosphoramidite, 99%, R and S mixture dC(bz) β-Cyanoethylphosphoramidite (mixture of isomers)isomers) Cytidine, N-benzoyl-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-deoxy-, 3'-[2-cyanoethyl N,N-bis(1-methylethyl)phosphoramidite] N4-Benzoyl-5'-O-DMT-2'-deoxycytidine 3'-CE phosphoramidite DMT-dC(bz) Phosphoramidite USP/EP/BP 5'-DMT-Bz-dC phosphoramidite 5'-Dimethoxytrityl-N-benzoyl-2'-deoxyCytidine,3'-[(2-cyanoethyl)-(N,N-diisopropyl)]-phosphoramidite N4-Benzoyl-5'-O-(4,4'-DMT)-2’-dC-3'-CE Phosphoramidite 5-O-(4,4-Dimethoxytrityl)-N4-benzoyl-2-deoxycytidine-3-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite 5'-O-DMT-N4-Benzoyl-2'-Deoxycytidine-CE Phosphoramidite DMT-dC(Bz)-CE N-[1-[(2R,4S,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-[2-cyanoethoxy-[di(propan-2-yl)amino]phosphanyl]oxyoxolan-2-yl]-2-oxopyrimidin-4-yl]benzamide dC(Bz) CE Phosphoramidite 5'-O-DMT-N4-Benzoyl-2'-Deoxy Cytidine-3’-Cyanoethyl Phosphoramidite deoxy N-Bz Cytidine Amidite DMT-dC(Bz)-CE Amidites N -Benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidine-3'-cyanoethyl-N,N-diisopropylphosphoramidite(DMT-dC(bz)phosphoramidite)(Ac-dC phosphoramidite) DMTr-dC(Bz)-3'-CE-Phosphoramidite Bz dC Beta-Cyanoethyl Phosphoramidite (500 mg) (5'-O-Dimethoxytrityl-N4-benzoyl-2'-deoxycytidine-3'-O-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite) N-[1-[(2R,4S,5R)-5-[[bis(4-methoxyphenyl)-phenyl-methoxy]methyl]-4-[2-cyanoethoxy-(diisopropylamino)phosphanyl]oxy-tetrahydrofuran-2-yl]-2-oxo-pyrimidin-4-yl]benzamide 5'-O-DMT-N4-Benzoyl-2'-Deoxycytidine-CE Phosphoramidite 5'-O-DMT-N4-Benzoyl-2'-deoxycytidine 3'-CE phosphoramidite