(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

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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:

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