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Merck
CN

497401

Sigma-Aldrich

( R )-(+)-2-甲基-2-丙亚磺酰胺

98%

别名:

(R)-2-methyl-2-propanesulfinamide, (R)-2-methylpropane-2-sulfinamide, (R)-tert-butanesulfinamide, (R)-tert-butylsulfinamide

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关于此项目

线性分子式:
(CH3)3CS(O)NH2
CAS Number:
196929-78-9
分子量:
121.20
MDL编号:
MFCD05861479
UNSPSC代码:
12352111
PubChem化学物质编号:
24873117
NACRES:
NA.22

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质量水平

100

方案

98%

旋光性

[α]20/D +4°, c = 1.0242 in chloroform stab. with amylenes

mp

103-107 °C (lit.)

储存温度

2-8°C

SMILES字符串

CC(C)(C)S(N)=O

InChI

1S/C4H11NOS/c1-4(2,3)7(5)6/h5H2,1-3H3/t7-/m1/s1

InChI key

CESUXLKAADQNTB-SSDOTTSWSA-N

相关类别

一般描述

(R)-(+)-2-甲基-2-丙烷亚磺酰胺是一种手性助剂，用于醛的缩合。

应用

Ellman 亚磺酰胺类
( R )-(+)-2-甲基-2-丙亚磺酰胺可用于通过铜介导与环己烷甲醛缩合制备 N -（1-环己基亚甲基）-2-甲基丙-2-亚磺酰胺。也可用于制备 (20E)-N-[t-丁基-(R)-亚磺酰基]-3β-（ t -丁基二甲基硅氧烷）-孕甾-5-烯-20-亚胺，开发雄激素受体拮抗剂的中间体。
可通过与醛酮缩合易转化为 P,N -亚磺酰亚胺配体，后者可进行铱催化的烯烃不对称氢化反应。
手性氮杂环丁烷合成中 ß-氯亚磺酰胺的制备。也用于制备有机催化剂，用于亚胺的对映选择性还原。
用于合成手性胺的有用试剂。

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
MKCW1907
MKCT9317
MKCT2204
MKCR4737
MKCN8525

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Bram Denolf et al.
Organic letters, 8(14), 3129-3132 (2006-06-30)
[reaction: see text] Reaction of chiral alpha-chloro tert-butanesulfinyl aldimines with Grignard reagents efficiently afforded beta-chloro N-sulfinamides in high diastereomeric excess. The latter compounds were cyclized toward the corresponding chiral aziridines in a high-yielding one-pot reaction or after separate treatment with
Dong Pei et al.
Organic letters, 8(25), 5913-5915 (2006-12-01)
Easily accessible chiral sulfinamide 2 has been developed as the first highly efficient and enantioselective organocatalyst relying solely on a chiral sulfur center for stereochemical induction. In the presence of 20 mol % of 2, a broad range of N-aryl
Jeffrey P McMahon et al.
Organic letters, 6(10), 1645-1647 (2004-05-07)
Addition of alkyl or aryl Grignard reagents to N-sulfinyl imines derived from 3- and 4-substituted cyclohexanones proceeds with good yields and with excellent diasteroselectivity. The selectivity of the reaction is controlled by the ring substituent rather than the sulfinyl group
A stereoselective synthesis of (S)-2-(((3-fluoro-4-methylphenoxy) carbonyl)(1-(4-((5-methyl-2-phenyloxazol-4-yl) methoxy) phenyl) ethyl) amino) acetic acid, a highly potent PPAR alpha gamma dual agonist
Xinhua Q et al.
Tetrahedron, 71, 9408-9414 (2015)
Asymmetric synthesis of a, a-difluoro-?-amino acid derivatives from enantiomerically pure N-tert-butylsulfinimines.
Staas, DD, et al.
The Journal of Organic Chemistry, 67(23), 8276-8279 (2002)
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Ellman's Sulfinamides

Ellman's sulfinamide is available in both enantiomeric and racemic forms for your research. This versatile and useful auxiliary has found extensive use both in academics and industry.

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