343338-28-3

Basic information

• Product Name: (S)-(-)-2-Methyl-2-propanesulfinamide
• Synonyms: (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)-(-)-2-Methyl-2-propanesulfinamide
• CAS NO: 343338-28-3
• Molecular Formula: C₄H₁₁NOS
• Molecular Weight: 121.2
• EINECS: 1806241-263-5
• Product Categories: blocks;BuildingBlocks;Sulfonamides;chiral;CHIRAL COMPOUNDS;Asymmetric Synthesis;Sulfur Compounds (for Synthesis);Synthetic Organic Chemistry;CHIRAL CHEMICALS;Sulfur Compounds;Asymmetric Synthesis;Chiral Auxiliaries;Sulfur-Based;organosulfur compound;Synthetic Flavours & Fragrances
• Mol File: 343338-28-3.mol
• Article Data: 10

Chemical Properties

• Melting Point: 97-101 °C(lit.)
• Boiling Point: 220 °C at 760 mmHg
• Flash Point: 86.8 °C
• Appearance: White/Crystalline Powder
• Density: 1.124
• Vapor Pressure: 0.322mmHg at 25°C
• Refractive Index: 1.493
• Storage Temp.: Keep Cold
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: 10.11±0.50(Predicted)
• Stability: store cold
• CAS DataBase Reference: (S)-(-)-2-Methyl-2-propanesulfinamide(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-(-)-2-Methyl-2-propanesulfinamide(343338-28-3)
• EPA Substance Registry System: (S)-(-)-2-Methyl-2-propanesulfinamide(343338-28-3)

Safety Data

• Hazard Codes: Xi,Xn,F
• Statements: 11-19-36/37-40
• Safety Statements: 16-26-36/37-24/25
• WGK Germany: 3
• TSCA: No
• Hazardous Substances Data: 343338-28-3(Hazardous Substances Data)

Usage

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 powde

Uses

Different sources of media describe the Uses of 343338-28-3 differently. You can refer to the following data:
1. It is also employed as a reagent for synthesizing chiral amines.
2. (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.

InChI:InChI=1/C5H13NOS/c1-5(2,3)6-8(4)7/h6H,1-4H3/t8-/m0/s1

Synthetic route

2-Methyl-propane-2-sulfinic acid (1R,2S)-1-(2,4,6-trimethyl-benzenesulfonylamino)-indan-2-yl ester (861821-86-5) → (S)-2-methylpropane-2-sulfinamide (343338-28-3)

Conditions	Yield
With lithium amide; ammonia In tetrahydrofuran at -78℃;	90%

2-Methyl-propane-2-sulfinic acid (1R,2S)-1-phenyl-2-(toluene-4-sulfonylamino)-propyl ester (594836-47-2) → N-((1R,2S)-1-hydroxy-1-phenylpropan-2-yl)-4-methylbenzene sulfonamide (108591-33-9) + (S)-2-methylpropane-2-sulfinamide (343338-28-3)

Conditions	Yield
With ammonia; lithium; ferric nitrate In tetrahydrofuran at -78 - -45℃;	A n/a B 90%

(SS)-((1R,2S)-N-methylephedrine) tert-butanesulfinate → (S)-2-methylpropane-2-sulfinamide (343338-28-3)

Conditions	Yield
With Iron(III) nitrate nonahydrate; lithium amide; ammonia In tetrahydrofuran at -78 - -45℃; for 1.33333h; optical yield given as %ee;	84%

(S)-tert-butylsulfinyl hydrazide → (S)-2-methylpropane-2-sulfinamide (343338-28-3)

Conditions	Yield
With acetic acid; zinc In dichloromethane at 35 - 42℃; for 16h; Green chemistry;	76%
With acetic acid; zinc In dichloromethane at 35 - 42℃; for 16h;	76%
With acetic acid; zinc In dichloromethane at 35 - 42℃; for 16h;	76%

(SS)-(+)-tert-butyl tert-butanethiosulfinate (60011-16-7) → (S)-2-methylpropane-2-sulfinamide (343338-28-3)

Conditions	Yield
With ammonia; n-hexyllithium at -60 - 0℃; for 1h;	75%

di-tert-butyl disulfide (110-06-5) → (S)-2-methylpropane-2-sulfinamide (343338-28-3)

Conditions	Yield
Stage #1: di-tert-butyl disulfide With bis(acetylacetonate)oxovanadium; (1R,2S)-1-[(3,5-di-tert-butyl-2-hydroxybenzylidene)amino]-2-indanol; dihydrogen peroxide In acetone at 0℃; Stage #2: With ammonia; lithium; ferric nitrate In tetrahydrofuran at -78℃;	60%

2-Methyl-propane-2-sulfinic acid (1R,2S)-1-(2,4,6-trimethyl-benzenesulfonylamino)-indan-2-yl ester (446021-65-4) → (S)-2-methylpropane-2-sulfinamide (343338-28-3)

Conditions	Yield
With lithium amide; ammonia In tetrahydrofuran at -78℃;

phenyl 2-methylpropane-2-sulfinate → (R)-2-methylpropane-2-sulfinamide (196929-78-9) + (S)-2-methylpropane-2-sulfinamide (343338-28-3) + phenol (108-95-2)

Conditions	Yield
With lithium hexamethyldisilazane In tetrahydrofuran at 0 - 20℃; for 1.5h; Inert atmosphere;	A n/a B n/a C n/a

4-chloro-2-((S)-1-((4-methylphenyl)sulfonamido)ethyl)phenyl (S)-2-methylpropane-2-sulfinate → (S)-2-methylpropane-2-sulfinamide (343338-28-3)

Conditions	Yield
With lithium hexamethyldisilazane In tetrahydrofuran at -10 - -5℃; Large scale; Green chemistry;

butyraldehyde (123-72-8) + (S)-2-methylpropane-2-sulfinamide (343338-28-3) → [N(E),S(S)]-2-methyl-N-(butylidene)-2-propanesulfinamide (849404-66-6)

Conditions	Yield
With titanium(IV) tetraethanolate In dichloromethane for 3h;	100%
With copper(II) sulfate In dichloromethane for 20h;	92%
With pyridinium p-toluenesulfonate; magnesium sulfate In dichloromethane at 20℃; for 20h;	85%

pyridine-2-carbaldehyde (1121-60-4) + (S)-2-methylpropane-2-sulfinamide (343338-28-3) → (S)-(E)-2-methyl-N-(pyridin-2-ylmethylene)propane-2-sulfinamide

Conditions	Yield
With caesium carbonate In dichloromethane at 20℃; for 12h;	100%
With potassium hydrogensulfate In toluene at 45℃;	95%
With phosphotungstic acid In toluene for 3h; Inert atmosphere; Green chemistry;	93%
With copper(II) sulfate In dichloromethane at 50℃; for 16h;	61%
With titanium(IV) tetraethanolate In neat (no solvent) at 70℃; for 0.166667 - 0.25h; Inert atmosphere; Sealed tube; Microwave irradiation;	41%

4-(2-fluoro-6-formyl-phenyl)-piperazine-1-carboxylic acid tert-butyl ester (851753-43-0) + (S)-2-methylpropane-2-sulfinamide (343338-28-3) → 4-{2-fluoro-6-[((SS)-2-methyl-propane-2-sulfinylimino)-methyl]-phenyl}-piperazine-1-carboxylic acid tert-butyl ester (869478-18-2)

Conditions	Yield
With titanium(IV) tetraethanolate In tetrahydrofuran; ethanol at 20℃; for 16h;	100%
With titanium(IV) tetraethanolate
With titanium(IV) tetraethanolate In tetrahydrofuran; ethanol at 20℃;

4-(2-formyl-4-(trifluoromethyl)phenyl)piperazine-1-carboxylic acid tert-butyl ester (626219-95-2) + (S)-2-methylpropane-2-sulfinamide (343338-28-3) → 4-{2-[((SS)-2-methyl-propane-2-sulfinylimino)-methyl]-4-trifluoromethyl-phenyl}-piperazine-1-carboxylic acid tert-butyl ester (869478-23-9)

Conditions	Yield
With titanium(IV) tetraethanolate In tetrahydrofuran; ethanol at 20℃; for 16h;	100%
With titanium(IV) tetraethanolate In tetrahydrofuran; ethanol at 20℃;	99%
With titanium(IV) tetraethanolate In tetrahydrofuran at 20℃;
With titanium(IV) tetraethanolate In tetrahydrofuran; ethanol at 20℃;

2-(4-tert-butoxycarbonyl-1-piperazinyl)-3-formylpyridine (179556-15-1) + (S)-2-methylpropane-2-sulfinamide (343338-28-3) → 2-(4-Boc-piperazinyl)-3-(S-tert-butylsulfinyliminomethylidene)pyridine

Conditions	Yield
With titanium(IV) tetraethanolate In tetrahydrofuran at 20℃; for 8h;	100%

5-bromothiazole-4-carboxaldehyde (934346-19-7) + (S)-2-methylpropane-2-sulfinamide (343338-28-3) → C8H11BrN2OS2

Conditions	Yield
With titanium(IV) tetraethanolate at 20℃;	100%

2-(cyclopropylthio)-5-nitrobenzaldehyde (960234-41-7) + (S)-2-methylpropane-2-sulfinamide (343338-28-3) → (S,E)-N-(2-(cyclopropylthio)-5-nitrobenzylidene)-2-methylpropane-2-sulfinamide (960234-69-9)

Conditions	Yield
With titanium(IV) tetraethanolate In dichloromethane at 73℃; for 6h;	100%
With titanium(IV) tetraethanolate In dichloromethane at 73℃; for 6h;	100%

(3aS,6S,6aS)-2,2-dimethyl-6-vinyltetrahydrofuro[3,4-d][1,3]dioxol-4-ol + (S)-2-methylpropane-2-sulfinamide (343338-28-3) → (S)-N-((3aS,4R,6S,6aS)-2,2-dimethyl-6-vinyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl)-2-methylpropane-2-sulfinamide (1359756-28-7)

Conditions	Yield
With caesium carbonate In dichloromethane for 3h; Reflux; Inert atmosphere; stereospecific reaction;	100%

3-fluoropyridine-2-carbaldehyde (31224-43-8) + (S)-2-methylpropane-2-sulfinamide (343338-28-3) → (S,E)-N-((3-fluoropyridin-2-yl)methylene)-2-methylpropane-2-sulfinamide (1416800-04-8)

Conditions	Yield
With copper(II) sulfate In dichloromethane at 20℃; for 3h;	100%
With copper(II) sulfate In dichloromethane at 20℃; for 3h;
copper(II) sulfate In dichloromethane at 20℃; for 3h;

(S)-2-methylpropane-2-sulfinamide (343338-28-3) + 1-(3-chloro-2,6-difluoro-phenyl)-carboxaldehyde (190011-87-1) → (S,E)-N-(3-chloro-2,6-difluorobenzylidene)-2-methylpropane-2-sulfinamide (1422510-32-4)

Conditions	Yield
With caesium carbonate In dichloromethane at 20℃;	100%

3-chloro-2-pyridinecarboxaldehyde (206181-90-0) + (S)-2-methylpropane-2-sulfinamide (343338-28-3) → (S)-N-((1E)-(3-chloro-2-pyridinyl)methylidene)-2-methyl-2-propanesulfinamide

Conditions	Yield
With caesium carbonate In dichloromethane at 20℃; for 12h;	100%
With copper(II) sulfate In dichloromethane at 20℃; for 2h;	2.5 g

(4-fluorophenyl)(2-(4-(6-(1-methyl-1H-pyrazol-4-yl)pyrrolo[2,1-f][1,2,4]triazin-4-yl)piperazin-1-yl)pyrimidin-5-yl)methanone + (S)-2-methylpropane-2-sulfinamide (343338-28-3) → (S,Z)-N-((4-fluorophenyl)(2-(4-(6-(1-methyl-1H-pyrazol-4-yl)pyrrolo[2,1-f][1,2,4]triazin-4-yl)piperazin-1-yl)pyrimidin-5-yl)methylene)-2-methylpropane-2-sulfinamide

Conditions	Yield
With ethyl orthotitanate In tetrahydrofuran at 70℃; for 18h;	100%

6-chloropyridine-2-carboxaldehyde (54087-03-5) + (S)-2-methylpropane-2-sulfinamide (343338-28-3) → (S)-N-[(1E)-(6-chloropyridin-2-yl)methylidene]-2-methylpropane-2-sulfinamide

Conditions	Yield
With caesium carbonate In dichloromethane at 20℃; for 17h;	100%
With caesium carbonate In dichloromethane at 20℃; for 17h;	3.58 g

C16H22O5 + (S)-2-methylpropane-2-sulfinamide (343338-28-3) → C20H31NO5S

Conditions	Yield
With pyridinium p-toluenesulfonate; magnesium sulfate In toluene at 40℃; for 5h;	100%

allyl-N-methyl-N-(3-oxopropyl)carbamate + (S)-2-methylpropane-2-sulfinamide (343338-28-3) → (E)-allyl (3-((tert-butylsulfinyl)imino)propyl)(methyl)carbamate

Conditions	Yield
With pyridinium p-toluenesulfonate; magnesium sulfate In dichloromethane at 20℃;	100%

6-methoxy-3-pyridinecarboxaldehyde (65873-72-5) + (S)-2-methylpropane-2-sulfinamide (343338-28-3) → (E)-N-((6-methoxypyridin-3-yl)methylene)-2-methylpropane-2-sulfinamide

Conditions	Yield
With titanium(IV) tetraethanolate In tetrahydrofuran at 80℃; for 15h; Inert atmosphere;	100%

4-fluorobenzaldehyde (459-57-4) + (S)-2-methylpropane-2-sulfinamide (343338-28-3) → (S,E)-N-(4-fluorobenzylidene)-2-methylpropane-2-sulfinamide

Conditions	Yield
With titanium (IV) ethoxide at 60℃; for 12h;	100%
Stage #1: 4-fluorobenzaldehyde With titanium(IV) isopropylate In tetrahydrofuran at 20℃; for 0.166667h; Inert atmosphere; Stage #2: (S)-2-methylpropane-2-sulfinamide In tetrahydrofuran at 20℃; Inert atmosphere;

4-chloro-3-fluoro-2-formylpyridine (1260878-78-1) + (S)-2-methylpropane-2-sulfinamide (343338-28-3) → (S)-N-((4-chloro-3-fluoropyridin-2-yl)methylene)-2-methylpropane-2-sulfinamide

Conditions	Yield
With caesium carbonate In dichloromethane at 20℃; for 1h;	100%
With caesium carbonate In dichloromethane at 20℃; for 1h;

5-chloro-2-pyridine carboxaldehyde (31181-89-2) + (S)-2-methylpropane-2-sulfinamide (343338-28-3) → (S,E)-N-((5-chloropyridin-2-yl)methylene)-2-methylpropane-2-sulfinamide

Conditions	Yield
With caesium carbonate In dichloromethane at 40℃; for 12h;	100%
With titanium(IV) tetraethanolate In neat (no solvent) at 70℃; for 0.166667 - 0.25h; Inert atmosphere; Sealed tube; Microwave irradiation;	54%

C12H13BrO2 + (S)-2-methylpropane-2-sulfinamide (343338-28-3) → C16H22BrNO2S

Conditions	Yield
With titanium(IV) tetraethanolate at 20℃;	100%

C12H13BrO3 + (S)-2-methylpropane-2-sulfinamide (343338-28-3) → C16H22BrNO2S

Conditions	Yield
With titanium(IV) tetraethanolate at 20℃;	100%

5-(2,3-dichlorophenyl)-6-methyl-2-{3-oxo-3H-spiro[1-benzofuran-2,4'-piperidin]-1'-yl}pyrimidine-4-carbonitrile + (S)-2-methylpropane-2-sulfinamide (343338-28-3) → (S)-N-((E)-1'-(4-cyano-5-(2,3-dichlorophenyl)-6-methylpyrimidin-2-yl)-3H-spiro[benzofuran-2,4'-piperidin]-3-ylidene)-2-methylpropane-2-sulfinamide

Conditions	Yield
With titanium(IV) tetraethanolate at 90℃; for 4h;	100%

3,5-difluoro-2-pyridinecarboxaldehyde (780801-58-3) + (S)-2-methylpropane-2-sulfinamide (343338-28-3) → (S,E)-N-((3,5-difluoropyridin-2-yl)methylene)-2-methylpropane-2-sulfinamide

Conditions	Yield
With copper(II) sulfate In dichloromethane at 20℃; for 23h;	100%

C12H13BrO2 + (S)-2-methylpropane-2-sulfinamide (343338-28-3) → C17H24BrNOS

Conditions	Yield
With titanium(IV) tetraethanolate at 20℃;	100%

5-fluoro-2-(2-(4-methoxybenzyloxy)ethyl)benzaldehyde + (S)-2-methylpropane-2-sulfinamide (343338-28-3) → C21H26FNO3S

Conditions	Yield
With caesium carbonate In dichloromethane at 25℃; for 16h; Inert atmosphere;	100%

4-chloro-2-pyridinecarbaldehyde (63071-13-6) + (S)-2-methylpropane-2-sulfinamide (343338-28-3) → N-((4-chloropyridin-2-yl)methylene)-2-methylpropane-2-sulfinamide

Conditions	Yield
With caesium carbonate In dichloromethane at 20℃; for 1h;	100%

2-fluoro-6-(trifluoromethyl)benzaldehyde (60611-24-7) + (S)-2-methylpropane-2-sulfinamide (343338-28-3) → C12H13F4NOS

Conditions	Yield
With titanium(IV) tetraethanolate In tetrahydrofuran at 40℃; for 24h; Inert atmosphere;	99.8%

4-(2-formyl-4-methyl-phenyl)-piperazine-1-carboxylic acid tert-butyl ester (851753-68-9) + (S)-2-methylpropane-2-sulfinamide (343338-28-3) → 4-{4-methyl-2-[((SS)-2-methyl-propane-2-sulfinylimino)-methyl]-phenyl}-piperazine-1-carboxylic acid tert-butyl ester (869478-27-3)

Conditions	Yield
With titanium(IV) tetraethanolate In tetrahydrofuran; ethanol at 20℃; for 16h;	99%
With titanium(IV) tetraethanolate In tetrahydrofuran; ethanol at 20℃;

4-(2-formyl-4-(trifluoromethyl)phenyl)piperazine-1-carboxylic acid tert-butyl ester (626219-95-2) + (S)-2-methylpropane-2-sulfinamide (343338-28-3) → 2-{[4-(tert-butoxycarbonyl)-1-piperazinyl]-5-trifluoromethyl-benzylidene}-t-butanesulfinamide

Conditions	Yield
With titanium(IV) tetraethanolate In tetrahydrofuran	99%

4-(2-fluoro-6-formyl-phenyl)-piperazine-1-carboxylic acid tert-butyl ester (851753-43-0) + (S)-2-methylpropane-2-sulfinamide (343338-28-3) → (S)-N-{2-[4-(tert-butoxycarbonyl)-1-piperazinyl]-3-fluoro-benzylidene}-t-butanesulfinamide

Conditions	Yield
With titanium(IV) tetraethanolate In tetrahydrofuran; ethanol at 20℃;	99%

Upstream product

• 446021-65-4 2-Methyl-propane-2-sulfinic acid (1R,2S)-1-(2,4,6-trimethyl-benzenesulfonylamino)-indan-2-yl ester 
• 110-06-5 di-tert-butyl disulfide 
• 60011-16-7 (_SS)-(+)-tert-butyl tert-butanethiosulfinate 
• 594836-47-2 2-Methyl-propane-2-sulfinic acid (1R,2S)-1-phenyl-2-(toluene-4-sulfonylamino)-propyl ester 
• 861821-86-5 2-Methyl-propane-2-sulfinic acid (1R,2S)-1-(2,4,6-trimethyl-benzenesulfonylamino)-indan-2-yl ester 

Downstream Products

• 854497-57-7 2-Methyl-propane-2-sulfinic acid [3-phenyl-prop-(E)-ylidene]-amide 
• 1026611-81-3 (S)-N-[(1E)-2-cyclohexylethylidene]-2-methylpropane-2-sulfinamide 
• 186249-74-1 (S,E)-N-benzylidene-tert-butylsulfinamide 
• 638211-23-1 (S_S,2S)-2-methyl-propane-2-sulfinic acid (2-benzyloxypropylidene)-amide 
• 638211-42-4 (S_S,2S)-2-methyl-propane-2-sulfinic acid [(2-tert-butyl-diphenyl-silanyloxy)-propylidene]-amide 
• 851513-48-9 (S)-2-methyl-propane-2-sulfinic acid 1-(4-trifluoromethyl-phenyl)-meth-(E)-ylideneamide 
• 869478-27-3 4-{4-methyl-2-[((S_S)-2-methyl-propane-2-sulfinylimino)-methyl]-phenyl}-piperazine-1-carboxylic acid tert-butyl ester 
• 869478-20-6 4-{4-fluoro-2-[((S_S)-2-methyl-propane-2-sulfinylimino)-methyl]-phenyl}-piperazine-1-carboxylic acid tert-butyl ester 
• 869478-18-2 4-{2-fluoro-6-[((S_S)-2-methyl-propane-2-sulfinylimino)-methyl]-phenyl}-piperazine-1-carboxylic acid tert-butyl ester 
• 869478-26-2 4-{4-chloro-2-[((S_S)-2-methyl-propane-2-sulfinylimino)-methyl]-phenyl}-piperazine-1-carboxylic acid tert-butyl ester 
• 869478-22-8 4-{2-[((S_S)-2-methyl-propane-2-sulfinylimino)-methyl]-6-trifluoromethyl-phenyl}-piperazine-1-carboxylic acid tert-butyl ester 
• 869478-23-9 4-{2-[((S_S)-2-methyl-propane-2-sulfinylimino)-methyl]-4-trifluoromethyl-phenyl}-piperazine-1-carboxylic acid tert-butyl ester 
• 911292-61-0 2-methyl-N-{(1E)-[(2S,3S,4R,5R,6R)-3,4,5-tribenzyloxy-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl]methylene}propane-2-sulfinamide 
• 911292-62-1 N-{(1E)-[(2S,3S,4R,5S,6R)-3,4,5-tribenzyloxy-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl]methylene}-tert-butanesulfinamide 

Relevant articles and documents

Development of a large-scale asymmetric process for tert-butanesulfinamide

Process development for a scalable and green synthesis of chiral tert-butanesulfinamide (TBSA) on a multikilogram scale is reported. The process is based on the identification of a chiral sulfinyl transfer agent, benzo[1,3]oxathiozin-2-one, that contains active and differentiated S?N and S?O bonds, allowing the synthesis to proceed under mild reaction conditions. This method is practical and overcomes the disadvantages of earlier methods deploying harsh reaction conditions and hazardous and toxic reagents.

Method for preparing enantiomer pure methylpropane-2-sulfinamide

The invention discloses a method for preparing enantiomer pure methylpropane-2-sulfinamide. The method comprises the following steps: performing selective oxidation on tertiary butyl dithioether and hydrogen peroxide; adding an acylation reagent so as to obtain tertiary butyl sulfonyl chloride or tertiary butyl thionyl bromide; adding hydrazine hydrate so as to obtain tertiary butyl thionyl hydrazine; further performing resolving dissociation with a tartaric acid resolving agent; performing cracking with zinc acetate, thereby obtaining the enantiomer pure methylpropane-2-sulfinamide. The method is simple and stable in process operation, high in yield and good in environment protection, and compared with a conventional process, the method is low in raw material price, easy in raw material obtaining, capable of reducing the production cost of conventional enantiomer pure methylpropane-2-sulfinamide, and beneficial to industrial on-scale production.

Process for synthesizing chiral tert-butanesulfinyl amide

The invention discloses a process for synthesizing chiral tert-butanesulfinyl amide. The process includes carrying out reaction on tert-butyl mercaptan and iodine/hydrogen peroxide acetone to generate di-tert-butyl disulfide; oxidizing hydrogen peroxide under the catalytic effect of vanadium to generate chiral tert-butyl sulfenyl tert-butyl mercaptide; carrying out one-pot reaction on the chiral tert-butyl sulfenyl tert-butyl mercaptide and lithium reagents/liquid ammonia in the presence of alkyl chloride to obtain the tert-butanesulfinyl amide. Compared with existing processes, the process has the advantages that the smoothness of the process can be enhanced, the usage of the liquid ammonia can be reduced to a great extent, and the operational efficiency can be improved.