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(2S,5S)-(-)-2-tert-Butyl-3-methyl-5-benzyl-4-imidazolidinone

(2S,5S)-(-)-2-叔丁基-3-甲基-5-苄基-4-咪唑烷酮

品牌
Sigma-Aldrich
CAS
346440-54-8
货号
663107
包装型号
规格纯度
97%
参考价格
1940.26 *本价格含增值税费
促销
数量
-+
产品介绍:

产品说明

一般描述

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

应用

(2S,5S)-(-)-2-tert-Butyl-3-methyl-5-benzyl-4-imidazolidinone is a second-generation MacMillan catalyst, which can be used as a chiral organocatalyst in:

  • The chiral transformation reaction, including Friedel-Crafts and Mukaiyama-Michael reactions.
  • The preparation of substituted spiroundecenetriones via asymmetric domino Knoevenagel/Diels-Alder reactions.
  • The asymmetric synthesis of β-hydroxy aldehydes and their dimethylacetals via aldehyde-aldehyde aldol condensation reaction.
  • The enantioselective α-fluorination of aldehydes using N-fluorobenzenesulfonamide as a fluorinating agent.
  • The stereoselective preparation of (oxomethyl)oxabicyclo[3.2.1]octenones and tricyclic pyrroles via [4+3] cycloaddition of (trialkylsiloxy)pentadienals to furans.


Metal-free OrganoCatalyst technology for asymmetric catalysis. Catalyzes asymmetric indole alkylations, Friedel-Crafts alkylations, and a broad range of conjugate addition reactions in high enantiomeric excess.

包装

1 g in glass bottle
500 mg in glass insert

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。

基本信息

经验(实验)分子式C15H22N2O
分子量246.35
MDL编号MFCD03426982
PubChem化学物质编号24884185
NACRESNA.22

产品性质

质量水平100
测定97%
mp93-100 ℃ (lit.)
SMILES stringCN1[C@H](N[C@@H](Cc2ccccc2)C1=O)C(C)(C)C
InChI1S/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-/m0/s1
InChI keySKHPYKHVYFTIOI-JSGCOSHPSA-N

安全信息

储存分类代码13 - Non Combustible Solids
WGKWGK 3
闪点(F)Not applicable
闪点(C)Not applicable
个人防护装备Eyeshields, Gloves, type N95 (US)

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