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Merck
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文件

513210

Sigma-Aldrich

(S)-(−)-2-甲基-2-丙烷亚磺酰胺

97%

别名:

(S)-(-)-tert-Butanesulfinamide, (S)-(-)-tert-Butyl sulfinamide, (S)-2-Methyl-2-propanesulfinamide, (S)-tert-Butanesulfinamide, (S)-tert-Butylsulfinamide

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About This Item

线性分子式:
(CH3)3CS(O)NH2
CAS号:
343338-28-3
分子量:
121.20
MDL號碼:
MFCD05861480
分類程式碼代碼:
12352111
PubChem物質ID:
24873681
NACRES:
NA.22

化驗

97%

光學活性

[α]20/D −4.5°, c = 1 in chloroform

mp

97-101 °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-/m0/s1

InChI 密鑰

CESUXLKAADQNTB-ZETCQYMHSA-N

相关类别

應用

叔丁基亚磺酰胺
(S)-(-)-2-甲基-2-丙亚磺酰胺可用于开发基于苯并呋喃的法呢基转移酶抑制剂作为抗癌剂。 它也可用于制备 (20E)-N-[叔丁基-(S)-亚磺酰基]-3β-(叔丁基二甲基甲硅烷氧基)-孕-5-烯-20-亚胺，它是用于制备雄激素受体拮抗剂的中间体。
作为手性助剂用于三氟乙胺的不对称制备，方法是将三氟乙醛转化为手性亚胺，然后用芳基锂处理和酸性甲醇分解。
用于合成手性胺的有效试剂。
通过与醛和酮缩合，易于转化为P,N-亚磺酰亚胺配体，它可以用于铱催化的烯烃不对称氢化。

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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Synthesis and structure-activity relationships of novel benzofuran farnesyltransferase inhibitors.
Asoh K, et al.
Bioorganic & Medicinal Chemistry Letters, 19(6), 1753-1757 (2009)
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 Letters, 18(19), 6960-6969 (2010)
Vouy Linh Truong et al.
Organic letters, 9(4), 683-685 (2007-01-30)
Condensation of N-tert-butanesulfinamide (S)-1 with trifluoroacetaldehyde hydrate 2a afforded 2-methyl-N-(2,2,2-trifluoroethylidene)propane-2-sulfinamide 3. Without isolation and purification, imine 3 was added to various aryllithium reagents to give highly diastereomerically enriched adducts 5a-g. Acidic methanolysis of 5a-g provided the desired 1-aryl-2,2,2-trifluoroethylamine hydrochloride compounds
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
Journal of the American Chemical Society, 119, 9913-9914 (1997)
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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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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.

Ellman Group – Professor Product Portal

The Ellman group has participated in the development of a variety of C-H functionalization methods. An electron rich phosphine ligand has proven to be very useful for a variety of Rh(I)-catalyzed C-C bond forming reactions applicable to heterocycle synthesis as exemplified in the recent Science paper “Proton Donor Acidity Controls Selectivity in Nonaromatic Nitrogen Heterocycle Synthesis.” Another useful ligand developed for the highly functional group compatible direct arylation of nitrogen heterocycles is described in a 2008 J. Am. Chem. Soc. paper “Rh(I)-Catalyzed Arylation of Heterocycles via C-H Bond Activation: Expanded Scope through Mechanistic Insight.” The Ellman group also developed the chiral amine reagent tert-Butanesulfinamide, which is extensively used in academics and industry for the asymmetric synthesis of amines. A comprehensive survey of tert-Butanesulfinamide methods and applications up through 2009 is provided in the 2010 Chemical Reviews article, “Synthesis and Applications of tert-Butanesulfinamide.”

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