(S)-(-)-2-Methyl-2-propanesulfinamide

(S)-(-)-2-Methyl-2-propanesulfinamide Basic information

Product Name:	(S)-(-)-2-Methyl-2-propanesulfinamide
Synonyms:	2-METHYL-2-PROPANE-SULFINAMIDE(S-ISOMER);(S)-tert-Butylsulfinamide, (>98.0% ee), 97+%;(S)-(-)-2-METHYL-2-PROPANESULPHINAMIDE;(S)-(-)-2-METHYL-PROPANE-2-SULFINIC ACID AMIDE;(S)-(-)-TERT-BUTYLSULFINAMIDE;(S)-(-)-TERT-BUTYL SULPHINAMIDE;(S)-(-)-T-BUTYLMETHYLSULFINAMIDE;(S)-(-)-2-Methylpropane-2-sulphinamide 98%
CAS:	343338-28-3
MF:	C4H11NOS
MW:	121.2
EINECS:	640-158-3
Product Categories:	Asymmetric Synthesis;Sulfur Compounds (for Synthesis);Synthetic Organic Chemistry;CHIRAL CHEMICALS;Sulfur Compounds;Asymmetric Synthesis;Chiral Auxiliaries;Sulfur-Based;blocks;BuildingBlocks;Sulfonamides;chiral;CHIRAL COMPOUNDS;Synthetic Flavours & Fragrances;organosulfur compound;bc0001
Mol File:	343338-28-3.mol

(S)-(-)-2-Methyl-2-propanesulfinamide Chemical Properties

Melting point	97-101 °C(lit.)
alpha	-4.5 º (c=1, CHCl3)
Boiling point	220.0±23.0 °C(Predicted)
density	1.124
storage temp.	2-8°C
solubility	Chloroform (Slightly), Methanol (Slightly)
pka	10.11±0.50(Predicted)
form	Crystalline Powder
color	White
optical activity	[α]20/D 4.5°, c = 1 in chloroform
Stability:	store cold
InChI	InChI=1/C4H11NOS/c1-4(2,3)7(5)6/h5H2,1-3H3/t7-/s3
InChIKey	CESUXLKAADQNTB-SSDOTTSWSA-N
SMILES	CC(C)([S@@](N)=O)C \|&1:3,r\|
CAS DataBase Reference	343338-28-3(CAS DataBase Reference)

Safety Information

MSDS Information

Provider	Language
SigmaAldrich	English
ALFA	English

(S)-(-)-2-Methyl-2-propanesulfinamide Usage And Synthesis

Description	Acid labile protecting groups are important in organic synthesis. The tert‐butyl group is commonly used for protection of a large variety of functional groups, e.g., acids, alcohols, phenols, and sulfonamides. Among them, s-tert-butyl sulfonamide is a chiral ligand used in pharmaceutical compositions. P, n-sulfoxide imine ligands were synthesized by condensation of s-tert-butylsulfonamide with aldehydes and ketones, and they can be used for asymmetric hydrogenation of olefins under iridium catalysis.
Physical properties	white to light yellow crystal powder
Uses	(S)-(-)-2-Methyl-2-propanesulfinamide may be used to develop benzofuran-based farnesyltransferase inhibitors as anti-cancer agents. It may also be used to prepare (20E)-N-[t-butyl-(S)-sulfinyl]-3β-(t-butyldimethylsilyloxy)-pregn-5-en-20-imine, an intermediate for the preparation of androgen receptor antagonists.
Uses	(S)-(-)-2-Methyl-2-propanesulfinamide is used in Suzuki reaction. It is also employed as a reagent for synthesizing chiral amines. It acts as a chiral auxiliary used in an asymmetric synthesis of trifluoroethylamines by conversion of trifluoroacetaldehyde to a chiral imine. It is also involved in the transformation of P,N-sulfinyl imine ligands through condensation with aldehydes and ketones, which can undergo iridium-catalyzed asymmetric hydrogenation of olefins. Further, it serves as a reagent for the preparation of chemicals and pharmaceutical intermediates.

(S)-(-)-2-Methyl-2-propanesulfinamide Preparation Products And Raw materials

Preparation Products

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