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Merck
CN

497401

( 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
化学文摘社编号:
196929-78-9
分子量:
121.20
NACRES:
NA.22
PubChem Substance ID:
24873117
UNSPSC Code:
12352111
MDL number:
MFCD05861479

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产品名称

( R )-(+)-2-甲基-2-丙亚磺酰胺, 98%

InChI

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

SMILES string

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

InChI key

CESUXLKAADQNTB-SSDOTTSWSA-N

assay

98%

optical activity

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

mp

103-107 °C (lit.)

storage temp.

2-8°C

Quality Level

100

相关类别

Application

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。

General description

(R)-(+)-2-甲基-2-丙烷亚磺酰胺是一种手性助剂，用于醛的缩合。

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
MKCZ7508
MKCW1907
MKCT9317
MKCT2204
MKCR4737

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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)
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
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)
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
Journal of the American Chemical Society, 119, 9913-9914 (1997)
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商品

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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Ellman Group – Professor Product Portal

Ellman group developed electron-rich phosphine ligands for C-H functionalization and tert-Butanesulfinamide for asymmetric amine synthesis.

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