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368199

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

99%

Synonym(s):

(S)-(−)-2-(Diphenylhydroxymethyl)pyrrolidine, α,α-Diphenyl-L-prolinol

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Size/SKUAvailabilityPrice
1 g
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$30.40
5 g
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$106.00

About This Item

Empirical Formula (Hill Notation):
C17H19NO
CAS Number:
Molecular Weight:
253.34
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352005
MDL number:

$30.40


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Quality Segment

assay

99%

form

solid

optical activity

[α]20/D −67°, c = 3 in chloroform

reaction suitability

reagent type: chrial catalyst

mp

77-80 °C (lit.)

functional group

hydroxyl, phenyl

SMILES string

OC([C@@H]1CCCN1)(c2ccccc2)c3ccccc3

InChI

1S/C17H19NO/c19-17(16-12-7-13-18-16,14-8-3-1-4-9-14)15-10-5-2-6-11-15/h1-6,8-11,16,18-19H,7,12-13H2/t16-/m0/s1

InChI key

OGCGXUGBDJGFFY-INIZCTEOSA-N

General description

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

Application

Used to prepare the corresponding oxazaborolidines for the borane-mediated asymmetric reduction of ketones.
(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.

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This Item
186511281697699837
description

99%

description

97%

description

99%

description

97%

reaction suitability

reagent type: organic catalyst

reaction suitability

-

reaction suitability

-

reaction suitability

reagent type: organic catalyst

assay

99%

assay

97%

assay

99%

assay

97%

form

solid

form

-

form

-

form

powder

functional group

hydroxyl, phenyl

functional group

hydroxyl

functional group

hydroxyl

functional group

hydroxyl

Quality Level

200

Quality Level

100

Quality Level

100

Quality Level

100

optical activity

[α]20/D −67°, c = 3 in chloroform

optical activity

[α]20/D +31°, c = 1 in toluene

optical activity

[α]20/D −31°, c = 1 in toluene

optical activity

[α]22/D -98.0°, c = 1 in methanol


Pictograms

Exclamation mark

Signal Word

Warning

Hazard Codes

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

PPE (personal protective equipment)

dust mask type N95 (US), Eyeshields, Gloves



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