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

CAS No.
343338-28-3
Chemical Name:
(S)-(-)-2-Methyl-2-propanesulfinamide
Synonyms
(S)-2-METHYLPROPANE-2-SULFINAMIDE;(S)-(-)-TERT-BUTYLSULFINAMIDE;TERT-BUTYL SULFINAMIDE;S-BSN;(S)-(-)-T-BUTYLSULFINAMIDE;finamide;Suprabasin;CAS:343338-28-3;S-tert-butylsulfonamide;S- tert butyl sulfenaMide
CBNumber:
CB0209955
Molecular Formula:
C4H11NOS
Molecular Weight:
121.2
MDL Number:
MFCD05861480
MOL File:
343338-28-3.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-27 17:21:55
Product description Number Pack Size Price
(S)-(?)-2-Methyl-2-propanesulfinamide 97% 513210 1g $93
(S)-(?)-2-Methyl-2-propanesulfinamide 97% 513210 5g $251
(S)-(-)-tert-Butylsulfinamide >98.0%(GC) B2908 1g $50
(S)-(-)-tert-Butylsulfinamide >98.0%(GC) B2908 5g $175
(S)-(-)-t-Butylsulfinamide, min. 97% min.97% 16-0381 1g $120
More product size

(S)-(-)-2-Methyl-2-propanesulfinamide 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)
FDA UNII I85YC2ZA8O
UNSPSC Code 12352111
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P280-P305+P351+P338-P304+P340-P405-P501A
PPE Eyeshields, Gloves, type N95 (US)
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
Storage Class 11 - Combustible Solids
NFPA 704
1
1 0

(S)-(-)-2-Methyl-2-propanesulfinamide price More Price(124)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 513210 (S)-(?)-2-Methyl-2-propanesulfinamide 97% 343338-28-3 1g $93 2026-04-30 Buy
Sigma-Aldrich 513210 (S)-(?)-2-Methyl-2-propanesulfinamide 97% 343338-28-3 5g $251 2026-04-30 Buy
TCI Chemical B2908 (S)-(-)-tert-Butylsulfinamide >98.0%(GC) 343338-28-3 1g $50 2026-04-30 Buy
TCI Chemical B2908 (S)-(-)-tert-Butylsulfinamide >98.0%(GC) 343338-28-3 5g $175 2026-04-30 Buy
Strem Chemicals 16-0381 (S)-(-)-t-Butylsulfinamide, min. 97% min.97% 343338-28-3 1g $120 2026-04-30 Buy
Product number Packaging Price Buy
513210 1g $93 Buy
513210 5g $251 Buy
B2908 1g $50 Buy
B2908 5g $175 Buy
16-0381 1g $120 Buy

(S)-(-)-2-Methyl-2-propanesulfinamide Chemical Properties,Uses,Production

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 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.

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.

Synthesis

(S)-tert-Butanethiosulfinate

60011-16-7

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

343338-28-3

The general procedure for the synthesis of S-tert-butylsulfinamide from (S)-tert-butylsulfinic acid thio-tert-butyl ester was as follows: in the third step, 120 mL of diethoxymethane was added to the reaction flask and the reaction temperature was controlled between -60 °C and -70 °C. Liquid ammonia (23.8 g, 1.40 mol) was slowly added dropwise to 2.6 mL of 2.3 M n-hexyl lithium (0.96 mol) solution, at which point a white solid gradually appeared in the solution. The reaction was maintained at this condition for 0.5 hr. Subsequently, a mixture of (S)-tert-butylsulfinyl tert-butyl thioester (169.8 g, 0.87 mol, 96.5% ee) and ethyl chloride (80.4 g, 1.25 mol) was added dropwise to the above mentioned diethoxymethane solution (which is the solution of the product obtained from the second step of the reaction) and cooled to 0 °C. After the dropwise addition was completed, the reaction was continued under stirring for 1 hour to ensure that the reaction was complete. Upon completion of the reaction, the reaction solution was concentrated to dryness under reduced pressure, 1400 mL of methyl tert-butyl ether was added, and the solvent was removed by filtration through diatomaceous earth and subsequent evaporation. The residue was slurried with 135 mL of n-heptane between -10 °C and 0 °C to afford fine needle-like crystals of S-tert-butylsulfinamide 79.1 g in 75% yield, 99.7% HPLC purity, and an enantiomeric excess value (ee) of 99.4%.

References

[1] Patent: CN106478471, 2017, A. Location in patent: Paragraph 0018; 0019

60011-16-7
343338-28-3
Synthesis of (S)-(-)-2-Methyl-2-propanesulfinamide from (S)-tert-Butanethiosulfinate
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View Lastest Price from (S)-(-)-2-Methyl-2-propanesulfinamide manufacturers

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(S)-(-)-2-Methyl-2-propanesulfinamide pictures 2026-06-25 (S)-(-)-2-Methyl-2-propanesulfinamide
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$10.00-90.00 5g 0.98 25kg Shanghai UCHEM Inc.
(S)-(-)-2-Methyl-2-propanesulfinamide pictures 2026-06-11 (S)-(-)-2-Methyl-2-propanesulfinamide
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1kg 99%min 20tons HANGZHOU HAILAN CHEMICAL CO.,LTD.
(S)-(-)-2-Methyl-2-propanesulfinamide pictures 2025-12-01 (S)-(-)-2-Methyl-2-propanesulfinamide
343338-28-3
1kg 99% 10000KGS Shaanxi Dideu New Materials Co. Ltd
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-BUTYL SULPHINAMIDE (S)-(-)-T-BUTYLMETHYLSULFINAMIDE (S)-(-)-2-Methylpropane-2-sulphinamide 98% [S(S)]-2-Methyl-2-propanesulfinaMide 2-PropanesulfinaMide, 2-Methyl-, [S(S)]- S- tert butyl sulfenaMide (S)-tert-Butylsulfinamide (S)-(-)-2-Methyl-2-propanesulfinamide (S)-(?)-2-Methyl-2-propanesulfinamide solution ANTI-SBSN (N-TERM) antibody produced in rabbit Suprabasin (S)-(-)-tert-Butylsulfinamide (S)-(-)-2-Methyl-2-propanesulfinamide 97% Amino(tert-butyl)sulfaniumolate (S)-(-)-t-Butylsulfinamide, min. 97% (S)-TERT-BUTANESULFINAMIDE / (S)-(-)-2-METHYL-2-P (S)-(-)-2-Methyl-2-propanesulfimide (S)-2-Methyl-2-propanesulfinamide,99%e.e. S-tert-butylsulfonamide (S)-(-)-T-BUTYLSULFINAMIDE TERT-BUTYL SULFINAMIDE (S)-(-)-t-Butylmethylsulfinamide,min.97% (S)-(-)-tert-Butyl sulphinamide 98% (S)-(-)-t-Butyl sulfinamide, 98% ee (S)-TERT-BUTANESULFINAMIDE / (S)-(-)-2-METHYL-2-PROPANESULFINAMIDE (S)-(-)-2-METHYL-2-PROPANESULFINAMIDE,98.5+% (S)-TERT-BUTYLSULFINAMIDE,97+% (>98.0% EE) (S)-(-)-t-Butylmethylsulfinamide, min. 97% (S)-tert-Butylsulfinamide, (>98.0% ee) (S)-(-)-2-Methyl-2-propanesulfinamide (S)-Tert butane sulfonamide 98% (S)-(-)-2-Methyl-2-propanesulfinaMide(S)-(-)-2-Methyl-2-propanesulfinaMide finamide (S)-(-)-tert-Butylsulfinamide > (S)-(-)-tert-Butylsulfinamide, 98%, for synthesis (S)-(-)-2-Methyl-2-propanesulfinamide USP/EP/BP Brilanestrant Impurity 10 CAS:343338-28-3 (S)-(?)-2-Methyl-2-propanesulfinamide (S)-2-methylpropane-2-sulfinamide - [M10177] (S)-(-)-2-Methylpropane-2-sulphinamide (S)-(-)-tert-Butylsulfimide (S)-(-)-t-Butylmethylsulfinamide,min. (S)-(-)-TERT-BUTYLSULFINAMIDE (S)-2-METHYLPROPANE-2-SULFINAMIDE S-BSN 343338-28-3 343338-27-8 343338-28-2 3423338-28-3 C3H11CNOS C4H9CH3SONH2 C4H11NOS Organic Building Blocks Sulfur-Based