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ChemicalBook > Product Catalog >Biochemical Engineering >Amino Acids and Derivatives >Amino alcohol derivative >(S)-(-)-α,α-Diphenyl-2-pyrrolidinemethanol

(S)-(-)-α,α-Diphenyl-2-pyrrolidinemethanol

(S)-(-)-α,α-Diphenyl-2-pyrrolidinemethanol Structure
CAS No.
112068-01-6
Chemical Name:
(S)-(-)-α,α-Diphenyl-2-pyrrolidinemethanol
Synonyms
(S)-DIPHENYL(PYRROLIDIN-2-YL)METHANOL;(S)-DIPHENYLPROLINOL;SDPP;(S)-(-)-ALPHA,ALPHA-DIPHENYL-2-PYRROLIDINEMETHANOL;ALPHA,ALPHA-DIPHENYL-L-PROLINOL;Diphenyl(2-pyrrolidinyl)methanol;(S)-(-)-2-(DIPHENYLHYDROXYMETHYL)PYRROLIDINE;alpha,alpha-Diphenyl;Nebivolol Impurity 49;Dextrodiphenylprolinol
CBNumber:
CB5178203
Molecular Formula:
C17H19NO
Molecular Weight:
253.34
MOL File:
112068-01-6.mol
MSDS File:
SDS
Modify Date:
2024/5/21 17:03:17
Request For Quotation

(S)-(-)-α,α-Diphenyl-2-pyrrolidinemethanol Properties

Melting point 77-80 °C(lit.)
alpha -59 º (c=3, methanol 25 ºC)
Boiling point 396.54°C (rough estimate)
Density 1.0078 (rough estimate)
refractive index -66.5 ° (C=3, CHCl3)
storage temp. Inert atmosphere,Room Temperature
solubility Soluble in chloroform.
form powder
pka 13.15±0.29(Predicted)
color white to off white ., crystal
optical activity [α]20/D 67°, c = 3 in chloroform
Merck 14,155
BRN 17103
InChIKey OGCGXUGBDJGFFY-INIZCTEOSA-N
CAS DataBase Reference 112068-01-6(CAS DataBase Reference)
NIST Chemistry Reference S-(-)-1,1-diphenylprolinol(112068-01-6)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-37/39-24/25-36
WGK Germany  3
F  10-34
TSCA  No
HS Code  29339900
NFPA 704
1
2 0

(S)-(-)-α,α-Diphenyl-2-pyrrolidinemethanol price More Price(4)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 368199 (S)-(−)-α,α-Diphenyl-2-pyrrolidinemethanol 99% 112068-01-6 1G ₹4308.35 2022-06-14 Buy
Sigma-Aldrich(India) 368199 (S)-(−)-α,α-Diphenyl-2-pyrrolidinemethanol 99% 112068-01-6 5G ₹10944.08 2022-06-14 Buy
TCI Chemicals (India) D2735 (S)-(-)-α,α-Diphenyl-2-pyrrolidinemethanol min. 98.0 % 112068-01-6 1G ₹4700 2022-05-26 Buy
TCI Chemicals (India) D2735 (S)-(-)-α,α-Diphenyl-2-pyrrolidinemethanol min. 98.0 % 112068-01-6 5G ₹15000 2022-05-26 Buy
Product number Packaging Price Buy
368199 1G ₹4308.35 Buy
368199 5G ₹10944.08 Buy
D2735 1G ₹4700 Buy
D2735 5G ₹15000 Buy

(S)-(-)-α,α-Diphenyl-2-pyrrolidinemethanol Chemical Properties,Uses,Production

Chemical Properties

white to beige crystals or crystalline powder

Uses

suzuki reaction

Uses

(S)-(-)-α,α-Diphenyl-2-pyrrolidinemethanol is used to prepare the corresponding oxazaborolidines for the borane-mediated asymmetric reduction of ketones.

Application

(S)-(+)-α,α-Diphenyl-2-pyrrolidinemethanol (DPPM) may be used in the following processes:

  • DPPM reacts with catecholborane to form a spiroborate ester, which can be an efficient catalyst for the synthesis of enantiopure alcohols by borane reduction of acetophenone.
  • The catalyst generated in situ by reacting DPPM with borane-diethylaniline, can efficiently catalyze the enantioselective reduction of 2′-fluoroacetophenone.
  • Mesoporous SBA-15 silica functionalized with DPPM can catalyze the addition of diethylzinc to benzaldehyde to form (S)-1-phenyl-propanol.
Used to prepare the corresponding oxazaborolidines for the borane-mediated asymmetric reduction of ketones.

Preparation

Into a four-necked flask, add tetrahydrofuran, L-proline methyl ester hydrochloride, and phenyl magnesium chloride （dissolved in tetrahydrofuran) solution was added dropwise from a constant pressure dropping funnel, and the addition was completed in about 4 hours, and then stirred at 10-15°C for 3 hours. Add water, adjust the pH to 5-6 with 10% ammonium chloride aqueous solution, extract with dichloromethane, extract the aqueous layer twice with dichloromethane each time, and obtain the organic phase. Wash once with saturated sodium chloride aqueous solution. The organic phase was dried with anhydrous sodium sulfate for 4 hours and filtered. The obtained organic phase was distilled under reduced pressure to distill dichloromethane and tetrahydrofuran to obtain light yellow oily (S)-(-)-α,α-Diphenyl-2-pyrrolidinemethanol, yield 86.6%.
(S)-( )-α,α-Diphenyl-2-pyrrolidinemethanol

General Description

(S)-(-)-α,α-Diphenyl-2-pyrrolidinemethanol is a bifunctional organocatalyst.

(S)-(-)-α,α-Diphenyl-2-pyrrolidinemethanol Preparation Products And Raw materials

Raw materials

PHENYLMAGNESIUM BROMIDE Ethyl formate L-Proline Tetrahydrofuran

Preparation Products

(S)-(-)-α,α-Diphenyl-2-pyrrolidinemethanol Suppliers

Global( 518)Suppliers
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SRINIVASA LABS 58
SPD CHEMICALS 58
VDL ORGANICS PVT LTD 58
Suven Pharmaceuticals Limited 58
CiVentiChem Private Limited 58
CHEMAZON LABORATORIES 58
Vedanta Biosciences 58
ALS INDIA LIFE SCIENCES 58
Stereokem Pvt Ltd 58
Stereokem, Inc. 58

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A,A-DIPHENYL-L-PROLINOL (s)-(-)-à,à-diphenyl-2-pyrrolidinemethanol (s)-(-)-à,à-diphenylprolinol α,α-diphenyl-l-prolinol 2,2-DIPHENYL-(2S)-2-PYRROLIDINEMETHANOL (S)-(-)-alpha,alpha-diphenyl-2-pyrrolidine (S)-(-)-ALPHA ALPHA-DIPHENYL-2- PYRROLIDINEMETHANOL 99% 2-PYRROLIDINEMETHANOL, .ALPHA.,.ALPHA.-DIPHENYL-, (2S)- (S)-(-)-2-(Diphenylhydroxymethyl)pyrrolidine alpha,alpha-Diphenyl-L-prolinol (S)-Alpha,alpha-diphenyl-l-prolinol (S)-(-)-alpha,alpha-Diphenyl-2-pyrrolidineMethanol, 99+% 1GR (S)-()-α,α-Diphenyl-2-pyrrolidineMethanol 99% (S)-(-)-alpha,alpha-Diphenyl-2-rrolidine Methanol (S)-(-)-α,α-Diphenyl-2-pyrrolidinemethanol (S)-()-α,α-Diphenyl-2-pyrrolidinemethanol, >=99% (S)-1,1-Diphenylprolinol (S)-α,α-Diphenyl-2-pyrrolidinemethanol,99%e.e. (S)-(-)-α,α-Diphenylprolinol for synthesis 2-Pyrrolidinemethanol, α,α-diphenyl-, (2S)- (S)-(-)-ɑ,ɑ-Diphenylprolinol, 98% (S)-2-(Hydroxydiphenylmethyl)pyrrolidine alpha,alpha-diphenyl-L-proline (S)-α,α-Diphenyl-2-pyrrolidinemethanol, (S)-2-(Diphenylhydroxymethyl)pyrrolidine (S)-(-)-2-(Diphenylhydroxymethyl)pyrrolidine, α,α-Diphenyl-L-prolinol (S)-(-)-Alpha,alpha-diphenyl-2-pyrrolidin emethanol, 99+% (2S)-α,α-Diphenyl-2-pyrrolidinemethanol (2S)-α,α-Diphenyl-2α-pyrrolidinemethanol (2S)-α,α-Diphenylpyrrolidine-2α-methanol [(2S)-Pyrrolidine-2-yl]diphenylmethanol Diphenyl[(2S)-2-pyrrolidinyl]methanol (S)-(-)-α,α-Diphenyl-2-pyrrolidinemethanol ,98% (S)-()-α,α-Diphenyl-2-pyrrolidinemethanol,(S)-()-2-(Diphenylhydroxymethyl)pyrrolidine, α,α-Diphenyl-L-prolinol alpha,alpha-Diphenyl (S)-|á,|á-Diphenyl-2-pyrrolidinemethanol (S)-(-)-alpha,alpha-alpha,alpha-diphenyl-2-pyrrolidine methanol (a,a-Diphenyl-L-prolinol) (S)-A,A-DIPHENYL-2-PYRROLIDINE METHANOL (S)-(-)-A,A-DIPHENYLPROLINOL (S)-1-DIPHENYL-PROLINOL (S)-2-(DIPHENYLHYDROXYMETHYL)PYRROLIDINE (S)-(-)-ALPHA,ALPHA-DIPHENYLPROLINOL (S)-ALPHA,ALPHA-DIPHENYL-2-PYRROLIDINEMETHANOL (S)-(-)-DIPHENYL-2-PYRROLIDINEMETHANOL (S)-(-)-DIPHENYLPYRROLIDINEMETHANOL DIPHENYL-L-PYRROLIDIN-2-YL-METHANOL 2-PYRROLIDINEMETHANOL, A,A-DIPHENYL-, (2S)- (-)-ALPHA,ALPHA-DIPHENYL-L-PROLINOL (S)-(-)-ALPHA, ALPHA-DIPHENYI-2-PYRROLIDINE METHANOL (S)-(-)-α,α-Diphenyl-2-pyrrolidinemethanol> (S)-(+)-α,α-Diphenyl-2-pyrrolidinemethanol (S)-(-)- α,α-Diphenylprolinol (S)-(+)-α,α-Diphenyl-2-pyrrolidinemethanol USP/EP/BP (S)-(-)-2-(Diphenylhydroxymethyl)pyrrolidine alpha,alpha-Diphenyl-L- Dextrodiphenylprolinol Nebivolol Impurity 49 TIANFU-CHEM CAS:112068-01-6 alpha,alpha-Diphenyl-L-prolinol (S)-DIPHENYL(PYRROLIDIN-2-YL)METHANOL Diphenyl(2-pyrrolidinyl)methanol (S)-(-)-2-(DIPHENYLHYDROXYMETHYL)PYRROLIDINE