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Merck
CN

670197

(S)-2-(甲氧基二苯甲基)吡咯烷

95% (HPLC)

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关于此项目

经验公式(希尔记法):
C18H21NO
化学文摘社编号:
分子量:
267.37
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352005
MDL number:
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Quality Level

assay

95% (HPLC)

optical purity

ee: ≥99.5% (HPLC)

functional group

ether, phenyl

storage temp.

2-8°C

SMILES string

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

InChI

1S/C18H21NO/c1-20-18(17-13-8-14-19-17,15-9-4-2-5-10-15)16-11-6-3-7-12-16/h2-7,9-12,17,19H,8,13-14H2,1H3/t17-/m0/s1

InChI key

CGUGCZSRPDCLBT-KRWDZBQOSA-N

Application

(S)-2-(Methoxydiphenylmethyl)pyrrolidine is a diphenylprolinol methyl ether, which can be used as a catalyst to synthesize:
  • Enantioselective ketones via intermolecular asymmetric Michael addition of aldehydes to nonactivated enones.
  • Stereoselective chiral bipyrazolidin-3-one derivatives by dipolar cycloaddition reaction of azomethine imines with α, β-unsaturated aldehydes.
  • Enantioenriched spiro nitrogen heterocycles via asymmetric nucleophilic epoxidation of α-ylideneoxindole esters.
  • Optically active secondary alcohols by asymmetric addition of Et2Zn to various aldehydes.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.


pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

存储类别

10 - Combustible liquids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter



历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Diphenylprolinol methyl ether: a highly enantioselective catalyst for Michael addition of aldehydes to simple enones
Chi Y and Gellman SH
Organic Letters, 7(19), 4253-4256 (2005)
Noncovalent organocatalysis: A powerful tool for the nucleophilic epoxidation of α-ylideneoxindoles
Palumbo C, et al.
Organic Letters, 13(23), 6248-6251 (2011)
Organocatalytic and Stereoselective [3+ 2] Cycloadditions of Azomethine Imines with , α, β-Unsaturated Aldehydes
Chen W, et al.
Advanced Synthesis & Catalysis, 348(14), 1818-1822 (2006)



全球贸易项目编号

货号GTIN
670197-500MG04061838136275
670197-100MG04061838136268