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513210

Sigma-Aldrich

(S)-(−)-2-甲基-2-丙烷亚磺酰胺

97%

同義詞:

(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

線性公式:
(CH3)3CS(O)NH2
CAS號碼:
分子量::
121.20
MDL號碼:
分類程式碼代碼:
12352111
PubChem物質ID:
NACRES:
NA.22
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品質等級

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

應用

(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。[1] 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。[2]
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。[3]
用于合成手性胺的有效试剂。[4][5][6]
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。[7]

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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分析證明 (COA)

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

文章

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 的亞磺酰胺有對映體和外消旋體兩種形式,可供您進行研究。這種多用途的有用輔助劑在學術界和工業界都有廣泛的應用。

相關內容

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

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