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

Description

Product Name: (S)-(-)-2-Methyl-2-propanesulfinamide
CAS No.: 343338-28-3
Chemical Name: (S)-(-)-2-Methyl-2-propanesulfinamide
Synonyms: (S)-2-METHYLPROPANE-2-SULFINAMIDE;TERT-BUTYL SULFINAMIDE;(S)-(-)-T-BUTYLSULFINAMIDE;S-BSN;finamide;Suprabasin;CAS:343338-28-3;S-tert-butylsulfonamide;S- tert butyl sulfenaMide;Brilanestrant Impurity 10
CBNumber: CB0209955
Molecular Formula: C4H11NOS
Formula Weight: 121.2
MOL File: 343338-28-3.mol

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

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)

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Safety

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

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 513210
Product name: (S)-(?)-2-Methyl-2-propanesulfinamide
Purity: 97%
Packaging: 1g
Price: $69.58
Updated: 2025/07/31

Sigma-Aldrich

Product number: 513210
Product name: (S)-(?)-2-Methyl-2-propanesulfinamide
Purity: 97%
Packaging: 5g
Price: $212.44
Updated: 2025/07/31

TCI Chemical

Product number: B2908
Product name: (S)-(-)-tert-Butylsulfinamide
Purity: >98.0%(GC)
Packaging: 1g
Price: $50
Updated: 2025/07/31

TCI Chemical

Product number: B2908
Product name: (S)-(-)-tert-Butylsulfinamide
Purity: >98.0%(GC)
Packaging: 5g
Price: $175
Updated: 2025/07/31

Strem Chemicals

Product number: 16-0381
Product name: (S)-(-)-t-Butylsulfinamide, min. 97%
Packaging: 1g
Price: $112
Updated: 2024/03/01

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(S)-(-)-2-Methyl-2-propanesulfinamide Chemical Properties,Usage,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 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.

Synthesis

60011-16-7

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

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

Raw materials

Preparation Products

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

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View Lastest Price from (S)-(-)-2-Methyl-2-propanesulfinamide manufacturers

HANGZHOU HAILAN CHEMICAL CO.,LTD.

Product: (S)-(-)-2-Methyl-2-propanesulfinamide 343338-28-3
Price: US $0.00/kg
Min. Order: 1kg
Purity: 99%min
Supply Ability: 20tons
Release date: 2025-08-27

Shaanxi Dideu New Materials Co. Ltd

Product: (S)-(-)-2-Methyl-2-propanesulfinamide 343338-28-3
Price: US $0.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 10000KGS
Release date: 2025-07-18

Hebei Fengjia New Material Co., Ltd

Product: (S)-(-)-2-Methyl-2-propanesulfinamide 343338-28-3
Price: US $6.00/kg
Min. Order: 1kg
Purity: 0.99
Supply Ability: 100000
Release date: 2024-08-19

343338-28-3, (S)-(-)-2-Methyl-2-propanesulfinamideRelated Search:

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

2-METHYL-2-PROPANE-SULFINAMIDE(S-ISOMER)

(S)-tert-Butylsulfinamide, (>98.0% ee), 97+%

(S)-(-)-2-METHYL-2-PROPANESULPHINAMIDE

(S)-2-METHYLPROPANE-2-SULFINAMIDE

(S)-(-)-2-METHYL-PROPANE-2-SULFINIC ACID AMIDE

(S)-(-)-TERT-BUTYLSULFINAMIDE

(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-BSN

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)-(-)-<i>tert</i>-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 &gt

(S)-(-)-tert-Butylsulfinamide, 98%, for synthesis

(S)-(-)-2-Methyl-2-propanesulfinamide USP/EP/BP

Brilanestrant Impurity 10

CAS:343338-28-3

(<i>S</i>)-(?)-2-Methyl-2-propanesulfinamide

(S)-2-methylpropane-2-sulfinamide - [M10177]

(S)-(-)-2-Methylpropane-2-sulphinamide

(S)-(-)-tert-Butylsulfimide

343338-28-3

343338-27-8

343338-28-2

3423338-28-3

C3H11CNOS

C4H9CH3SONH2

C4H11NOS

Organic Building Blocks

Sulfur-Based

Sulfur Compounds