146374-27-8 Usage
Description
t-Butanesulfinamide, also known as (S)-(-)-2-Methyl-2-propanesulfinamide, is a white to light yellow crystalline powder with significant applications in the pharmaceutical industry. It is a chiral auxiliary used in the synthesis of various pharmaceutical compounds, making it a valuable building block for drug development.
Uses
Used in Pharmaceutical Synthesis:
t-Butanesulfinamide is used as a chiral auxiliary for the synthesis of 4-sulfonyliminopiperidine and its reaction with benzyl Grignard to form an important pharmaceutical building block, 4-benzyl-4-aminopiperidine. This building block is crucial for the development of various pharmaceutical compounds.
Used in the Preparation of Spiro Tosylaziridines:
t-Butanesulfinamide is used as a starting material to prepare spiro tosylaziridines via methylene insertion into the derived sulfonylimine. These compounds have potential applications in the development of new drugs and pharmaceuticals.
Used in the Synthesis of Androgen Receptor Antagonists:
t-Butanesulfinamide may be used to prepare (20E)-N-[t-butyl-(R)-sulfinyl]-3β-(t-butyldimethylsilyloxy)-pregn-5-en-20-imine, an intermediate for the development of androgen receptor antagonists. These antagonists have potential applications in the treatment of prostate cancer and other androgen-related conditions.
Used in the Development of Benzofuran-based Farnesyltransferase Inhibitors:
t-Butanesulfinamide may be used to develop benzofuran-based farnesyltransferase inhibitors as anti-cancer agents. These inhibitors can potentially play a role in the treatment of various types of cancer by targeting the farnesyltransferase enzyme, which is involved in cell signaling and growth.
Used in the Synthesis of N-(1-Cyclohexylmethylidene)-2-methylpropane-2-sulfinamide:
t-Butanesulfinamide may be used to prepare N-(1-cyclohexylmethylidene)-2-methylpropane-2-sulfinamide via copper-mediated condensation with cyclohexane carboxaldehyde. tert-Butanesulfinamide could have potential applications in the development of new pharmaceuticals and drug candidates.
Check Digit Verification of cas no
The CAS Registry Mumber 146374-27-8 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,4,6,3,7 and 4 respectively; the second part has 2 digits, 2 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 146374-27:
(8*1)+(7*4)+(6*6)+(5*3)+(4*7)+(3*4)+(2*2)+(1*7)=138
138 % 10 = 8
So 146374-27-8 is a valid CAS Registry Number.
InChI:InChI=1/C4H11NOS/c1-4(2,3)7(5)6/h5H2,1-3H3
146374-27-8Relevant articles and documents
An improved synthesis of (±)-N#-nitrosonornicotine 5#-acetate
Marriner, Gwendolyn A.,Kerwin, Sean M.
, p. 2891 - 2892 (2009)
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A Silyl Sulfinylamine Reagent Enables the Modular Synthesis of Sulfonimidamides via Primary Sulfinamides
Davies, Thomas Q.,Ding, Mingyan,Willis, Michael C.,Zhang, Ze-Xin
supporting information, p. 1711 - 1715 (2022/03/14)
A new N-silyl sulfinylamine reagent allows the rapid preparation of a broad range of (hetero)aryl, alkenyl, and alkyl primary sulfinamides, using Grignard, organolithium, or organozinc reagents to introduce the carbon fragment. Treatment of these primary sulfinamides with an amine in the presence of a hypervalent iodine reagent leads directly to NH-sulfonimidamides. This two-step sequence is straightforward to perform and provides a modular approach to sulfonimidamides, allowing ready variation of both reaction components, including primary and secondary amines.
Sulfinamide Synthesis Using Organometallic Reagents, DABSO, and Amines
Lo, Pui Kin Tony,Oliver, Gwyndaf A.,Willis, Michael C.
, p. 5753 - 5760 (2020/04/30)
We report the synthesis of sulfinamides using organometallic reagents, a sulfur dioxide reagent, and nitrogen based-nucleophiles. The addition of an organometallic reagent to the commercially available sulfur dioxide surrogate, DABSO, generates a metal sulfinate which is reacted with thionyl chloride to form a sulfinyl chloride intermediate. Trapping the sulfinyl chlorides in situ with a variety of nitrogen nucleophiles delivers sulfinamides in 32-83% yields. Each stage of the process is performed at room temperature, and the total reaction time is only 1.5 h.
A synthetic method of a medicine raw material tert-butylsulfinamide
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Paragraph 0006, (2016/12/01)
The invention relates to a synthetic method of a medicine raw material tert-butylsulfinamide. The method includes subjecting sulfinamide and iso-butane which are raw materials to demethylation at 180-220 DEG C under 2-3 atmospheric pressures to generate the tert-butylsulfinamide. The method is simple, efficient, safe in operation and particularly practical in practical production.