(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

Hazard Codes 

Xi,Xn,F

Risk Statements 

11-19-36/37-40

Safety Statements 

16-26-36/37-24/25

WGK Germany 

3

Hazard Note 

Irritant/Keep Cold

TSCA 

No

HS Code 

29309090

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

(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(343338-28-3)Related Product Information

• N-BENZYLQUININIUM CHLORIDE
• TERT-BUTYLSULFONAMIDE
• (R)-(+)-2-METHYL-2-PROPANESULFINAMIDE,(R)-2-METHYL-2-PROPANESULFINAMIDE
• Trimethoprim
• tert-Butanol
• Silver sulfate
• Boric acid
• (R)-(+)-4-Isopropyl-2-oxazolidinone
• (R)-(-)-4-Phenyl-2-oxazolidinone
• (4S)-(-)-4-Isopropyl-2-oxazolidinone
• (R)-4-Benzyl-2-oxazolidinone
• (S)-4-Benzyl-2-oxazolidinone
• (S)-(+)-4-Phenyl-2-oxazolidinone
• Di-tert-butylphosphine
• Tri-tert-butylphosphine
• Thionyl chloride
• Triisopropyl borate
• N-ISOPROPYL-2-NITROBENZENESULPHONAMIDE