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Merck
CN

671193

(2S)-N-[(1S,2S)-2-羟基-1,2-二苯乙基]-2-吡咯烷甲酰胺

≥99% (HPLC)

别名:

(2S,1′S,2′S)-吡咯烷-2-羧酸(2-羟基-1,2-二苯基-乙基)酰胺

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经验公式(希尔记法):
C19H22N2O2
化学文摘社编号:
分子量:
310.39
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352005
MDL number:
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InChI

1S/C19H22N2O2/c22-18(15-10-5-2-6-11-15)17(14-8-3-1-4-9-14)21-19(23)16-12-7-13-20-16/h1-6,8-11,16-18,20,22H,7,12-13H2,(H,21,23)/t16-,17-,18-/m0/s1

SMILES string

O[C@H]([C@@H](NC(=O)[C@@H]1CCCN1)c2ccccc2)c3ccccc3

InChI key

JVOUIFUIIPEWLM-BZSNNMDCSA-N

assay

≥99% (HPLC)

optical activity

[α]/D -25±2°, c = 2 in ethanol

mp

127-131 °C

storage temp.

2-8°C

Application

(2S)-N-[(1S,2S)-2-Hydroxy-1,2-diphenylethyl]-2-pyrrolidinecarboxamide can be used as a catalyst:
  • In the synthesis of α-hydroxyamino carbonyl compounds by reacting aldehydes with nitrosobenzenes via N-nitroso aldol reaction.
  • In the direct aldol reactions of aldehydes with chloroacetones, methylthio- and fluoroacetones.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

pictograms

Skull and crossbonesEnvironment

signalword

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1

存储类别

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

法规信息

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历史批次信息供参考:

分析证书(COA)

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L-Proline amide-catalyzed direct asymmetric aldol reaction of aldehydes with chloroacetone
He L, et al.
Tetrahedron, 62(2-3), 346-351 (2006)
l-Proline amides catalyze direct asymmetric aldol reactions of aldehydes with methylthioacetone and fluoroacetone
Xu X, et al.
Tetrahedron Asymmetry, 18(2), 237-242 (2007)
L-Prolinamide-catalyzed direct nitroso aldol reactions of α-branched aldehydes: A distinct regioselectivity from that with L-proline
Guo H, et al.
Chemical Communications (Cambridge, England), 429-431 (2006)

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