368199
(S)-(−)-α,α-Diphenyl-2-pyrrolidinemethanol
99%
Synonym(s):
(S)-(−)-2-(Diphenylhydroxymethyl)pyrrolidine, α,α-Diphenyl-
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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:
Quality Segment
assay
99%
form
solid
optical activity
[α]20/D −67°, c = 3 in chloroform
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
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.
signalword
Warning
hcodes
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
dust mask type N95 (US), Eyeshields, Gloves
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