(Rs)-2-methyl-N-((S)-2,2,2-trichloro-1-phenylethyl)propane-2-sulfinamide

Base Information

• Chemical Name: (Rs)-2-methyl-N-((S)-2,2,2-trichloro-1-phenylethyl)propane-2-sulfinamide
• CAS No.: 1253645-10-1
• Molecular Formula: C₁₂H₁₆Cl₃NOS
• Molecular Weight: 328.69

Synonyms:(Rs)-2-methyl-N-((S)-2,2,2-trichloro-1-phenylethyl)propane-2-sulfinamide

Chemical Property of (Rs)-2-methyl-N-((S)-2,2,2-trichloro-1-phenylethyl)propane-2-sulfinamide

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Technology Process of (Rs)-2-methyl-N-((S)-2,2,2-trichloro-1-phenylethyl)propane-2-sulfinamide

There total 3 articles about (Rs)-2-methyl-N-((S)-2,2,2-trichloro-1-phenylethyl)propane-2-sulfinamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.0%

(R)-N-benzylidene-2-methylpropane-2-sulfinamide (196929-85-8) + trichloromethyltrimethylsilane (5936-98-1) → (Rs)-2-methyl-N-((S)-2,2,2-trichloro-1-phenylethyl)propane-2-sulfinamide (1253645-10-1)

Guidance literature:

With tetrabutylammonium triphenyldifluorosilicate; In tetrahydrofuran; at -60 ℃; for 1h; optical yield given as %de; diastereoselective reaction;

DOI:10.1002/ejoc.201001495

Reference yield: 92.0%

(R)-N-benzylidene-2-methylpropane-2-sulfinamide (196929-85-8) + chloroform (67-66-3,8013-54-5) → (Rs)-2-methyl-N-((S)-2,2,2-trichloro-1-phenylethyl)propane-2-sulfinamide (1253645-10-1)

Guidance literature:

With sodium hexamethyldisilazane; In tetrahydrofuran; at -70 ℃; for 0.5h; optical yield given as %de; diastereoselective reaction;

DOI:10.1002/adsc.201100713

Reference yield:

(R)-N-benzylidene-2-methylpropane-2-sulfinamide (196929-85-8) + trichloromethyltrimethylsilane (5936-98-1) → (Rs)-2-methyl-N-((S)-2,2,2-trichloro-1-phenylethyl)propane-2-sulfinamide (1253645-10-1) + (Rs)-2-methyl-N-((R)-2,2,2-trichloro-1-phenylethyl)propane-2-sulfinamide

Guidance literature:

With cesium fluoride; In tetrahydrofuran; at 0 ℃; for 1h; optical yield given as %de; diastereoselective reaction;

DOI:10.1002/ejoc.201001495

upstream raw materials:

(R)-N-benzylidene-2-methylpropane-2-sulfinamide

trichloromethyltrimethylsilane

chloroform

Downstream raw materials:

(S)-2,2,2-trichloro-1-phenylethanamine hydrochloride

(S)-N-(2,2,2-trichloro-1-phenylethyl)benzamide

(Rs,3S)-1-(tert-butylsulfinyl)-2,2-dichloro-3-phenylaziridine

(R_S,S)-N-(2-chloro-1-phenylethyl)-tert-butanesulfinamide

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