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

Product Name
(S)-(-)-α,α-Diphenyl-2-pyrrolidinemethanol
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
Formula Weight
253.34
MOL File
112068-01-6.mol
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(S)-(-)-α,α-Diphenyl-2-pyrrolidinemethanol Property

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)
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Safety

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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
368199
Product name
(S)-(?)-α,α-Diphenyl-2-pyrrolidinemethanol
Purity
99%
Packaging
1g
Price
$15.6
Updated
2024/03/01
Sigma-Aldrich
Product number
368199
Product name
(S)-(?)-α,α-Diphenyl-2-pyrrolidinemethanol
Purity
99%
Packaging
5g
Price
$90.5
Updated
2024/03/01
TCI Chemical
Product number
D2735
Product name
(S)-(-)-alpha,alpha-Diphenyl-2-pyrrolidinemethanol
Purity
>98.0%(GC)(T)
Packaging
1g
Price
$52
Updated
2024/03/01
TCI Chemical
Product number
D2735
Product name
(S)-(-)-alpha,alpha-Diphenyl-2-pyrrolidinemethanol
Purity
>98.0%(GC)(T)
Packaging
5g
Price
$248
Updated
2024/03/01
Alfa Aesar
Product number
L09217
Product name
(S)-(-)-alpha,alpha-Diphenylprolinol
Purity
98%
Packaging
1g
Price
$82
Updated
2023/06/20
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(S)-(-)-α,α-Diphenyl-2-pyrrolidinemethanol Chemical Properties,Usage,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.

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%.

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.

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

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

Americas 1 Belgium 4 Canada 2 China 369 Europe 3 France 1 Germany 9 India 29 Ireland 1 Italy 1 Japan 4 Poland 1 South Korea 1 Switzerland 4 The Netherlands 1 Ukraine 1 United Kingdom 16 United States 69 Global 517
INTATRADE GmbH
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View Lastest Price from (S)-(-)-α,α-Diphenyl-2-pyrrolidinemethanol manufacturers

Hebei Weibang Biotechnology Co., Ltd
Product
(S)-(+)-α,α-Diphenyl-2-pyrrolidinemethanol 112068-01-6
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
500000kg
Release date
2024-10-29
ShenZhen H&D Pharmaceutical Technology Co., LTD
Product
Dapoxetine Impurity 72 112068-01-6
Price
US $0.00-0.00/mg
Min. Order
10mg
Purity
0.98
Supply Ability
10g
Release date
2024-05-21
Henan Aochuang Chemical Co.,Ltd.
Product
(S)-(+)-α,α-Diphenyl-2-pyrrolidinemethanol 112068-01-6
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1ton
Release date
2022-09-16

112068-01-6, (S)-(-)-α,α-Diphenyl-2-pyrrolidinemethanolRelated Search:

(S)-(-)-α,α-Diphenyl-2-pyrrolidinemethanol (S)-O-TOLYL-CBS-OXAZABOROLIDINE, 0.5M I& (S)-(-)-ALPHA,ALPHA-DI(2-NAPHTHYL)-2-PYRROLIDINEMETHANOL (S)-(+)-2-[HYDROXY(DIPHENYL)METHYL]-1-METHYLPYRROLIDINE (S)-Tetrahydro-1,3,3-triphenyl-1H,3H-pyrrolo[1,2-c][1,3,2]oxaborole, 99% (S)-Phenyl oxazaborolidine ALPHA,ALPHA-DIPHENYL-L-PROLINOL METHYLBORONIC ACID CYCL-AMIDE ESTER ALPHA,ALPHA-DIPHENYL-D-PROLINOL METHYLBORONIC ACID CYCL-AMIDE-ESTER ALPHA,ALPHA-DIPHENYL-D-PROLINOL METHYLBORONIC ACID CYCL-AMIDE-ESTER (R)-(+)-a,a-Diphenyl-2-pyrrolidinemethanol L-(+)-Prolinol (S)-ALPHA,ALPHA-BIS(4-FLUOROPHENYL)-2-PYRROLIDINEMETHANOL (S)-(-)N-CARBOMETHOXY-ALPHA,ALPHA-DIPHENYL -2-PYRROLIDINEMETHANOL,98% (S)-ALPHA,ALPHA-BIS(4-METHYLPHENYL)-2-PYRROLIDINEMETHANOL (S)-2-(Methoxydiphenylmethyl)pyrrolidine (S)-ALPHA,ALPHA-BIS(4-METHOXYPHENYL)-2-PYRROLIDINEMETHANOL (2S)-(4,4'-DIISOBUTYLPHENYL)PYRROLIDINE METHANOL SULFATE (S)-(-)-2-[Bis(3,5-dimethylphenyl)hydroxymethyl]pyrrolidine (S,S)-(+)-2,6-BIS[2-(HYDROXYDIPHENYLMETHYL)-1-PYRROLIDINYL-METHYL]-4-METHYLPHENOL

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