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Merck

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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About This Item

线性分子式:
(CH3)3CS(O)NH2
分子量:
121.20
MDL號碼:
分類程式碼代碼:
12352111
PubChem物質ID:
NACRES:
NA.22

品質等級

化驗

98%

光學活性

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

mp

103-107 °C (lit.)

儲存溫度

2-8°C

SMILES 字串

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

InChI

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

InChI 密鑰

CESUXLKAADQNTB-SSDOTTSWSA-N

一般說明

(R)-(+)-2-甲基-2-丙烷亚磺酰胺是一种手性助剂,用于醛的缩合。

應用

( 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。

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

Eyeshields, Gloves, type N95 (US)


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20-Aminosteroids as a novel class of selective and complete androgen receptor antagonists and inhibitors of prostate cancer cell growth.
Fousteris MA, et al.
Bioorganic & Medicinal Chemistry, 18(19), 6960-6969 (2010)
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
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
Organic Letters, 69, 1800-1800 (2004)

商品

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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