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Merck
CN
所有图片(2)

文件

663093

Sigma-Aldrich

(2R,5R)-(+)-2-叔丁基-3-甲基-5-苄基-4-咪唑烷酮

97%

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所有图片(2)
别名:
(2R,5R)-2-叔丁基-3-甲基-5-苯基甲基-4-咪唑烷酮
经验公式（希尔记法）:
C15H22N2O
CAS号:
390766-89-9
分子量:
246.35
MDL编号:
MFCD08276842
UNSPSC代码:
12352005
PubChem化学物质编号:
24884184
NACRES:
NA.22

检测方案

97%

形式

solid

mp

93-100 °C

SMILES字符串

CN1[C@@H](N[C@H](Cc2ccccc2)C1=O)C(C)(C)C

InChI

1S/C15H22N2O/c1-15(2,3)14-16-12(13(18)17(14)4)10-11-8-6-5-7-9-11/h5-9,12,14,16H,10H2,1-4H3/t12-,14-/m1/s1

InChI key

SKHPYKHVYFTIOI-TZMCWYRMSA-N

一般描述

(2R,5R)-(+)-2-tert-Butyl-3-methyl-5-benzyl-4-imidazolidinone is a chiral imidazolidinone organocatalyst, developed by MacMillan and co-workers.

应用

用于富电子苯的 1,4-加成反应生成不饱和醛，以及 α,β-不饱和醛的不对称氢化物还原反应。

特点和优势

Advantages of MacMillan imidazolidinone organocatalysts:
  • Superior enantiocontrol in numerous transformations
  • High activities at low catalyst loadings
  • Extraordinary functional group tolerance

法律信息

适用美国专利 6,369,243 和相关专利。仅供研究使用。

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)

分析证书(COA)

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Nick A Paras et al.
Journal of the American Chemical Society, 124(27), 7894-7895 (2002-07-04)
The first enantioselective organocatalytic alkylation of electron-rich benzene rings with alpha,beta-unsaturated aldehydes has been accomplished. The use of iminium catalysis has provided a new strategy for the enantioselective construction of benzylic stereogenicity, an important chiral synthon for natural product and
Stéphane G Ouellet et al.
Journal of the American Chemical Society, 127(1), 32-33 (2005-01-06)
The first enantioselective organocatalytic hydride reduction has been accomplished. The use of iminium catalysis has provided a new organocatalytic strategy for the enantioselective reduction of beta,beta-substituted alpha,beta-unsaturated aldehydes to generate beta-stereogenic aldehydes. The use of imidazolidinone 2 as the asymmetric
Modern strategies in organic catalysis: the advent and development of iminium activation.
Lelais G and MacMillan DWC.
Aldrichimica Acta, 39(3), 79-87 (2006)

商品

Macmillan Imidazolidinone Organocatalysts

Discover Professor David MacMillan's groundbreaking metal-free asymmetric catalysis using imidazolidinone-based organocatalysts for versatile transformations.

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