(2S,3R)-(+)-methyl 2-methyl-3-[(S)-(4-methylphenylsulfinamido)]-3-phenylpropanoate

Base Information

Chemical Name:(2S,3R)-(+)-methyl 2-methyl-3-[(S)-(4-methylphenylsulfinamido)]-3-phenylpropanoate
CAS No.:1287731-51-4
Molecular Formula:C₁₈H₂₁NO₃S
Molecular Weight:331.436
Hs Code.:

Synonyms:(2S,3R)-(+)-methyl 2-methyl-3-[(S)-(4-methylphenylsulfinamido)]-3-phenylpropanoate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S,3R)-(+)-methyl 2-methyl-3-[(S)-(4-methylphenylsulfinamido)]-3-phenylpropanoate

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Technology Process of (2S,3R)-(+)-methyl 2-methyl-3-[(S)-(4-methylphenylsulfinamido)]-3-phenylpropanoate

There total 1 articles about (2S,3R)-(+)-methyl 2-methyl-3-[(S)-(4-methylphenylsulfinamido)]-3-phenylpropanoate 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:

: 158009-86-0
(S_S,3R)-(+)-methyl 3-[N-(p-toluenesulfinyl)amino]-3-(phenyl)propanoate

: 74-88-4
methyl iodide

: 1287731-51-4
(2S,3R)-(+)-methyl 2-methyl-3-[(S)-(4-methylphenylsulfinamido)]-3-phenylpropanoate

: C₁₈H₂₁NO₃S

: 103-26-4,1754-62-7
Methyl cinnamate

Guidance literature:: (S_S,3R)-(+)-methyl 3-[N-(p-toluenesulfinyl)amino]-3-(phenyl)propanoate; With n-butyllithium; diisopropylamine; lithium chloride; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Inert atmosphere;

methyl iodide; In tetrahydrofuran; hexane; tert-butyl methyl ether; at -78 - -50 ℃; for 2h; optical yield given as %de; diastereoselective reaction; Inert atmosphere;
DOI:10.1021/jo2002352

Reference yield: 75.0%

: 1287731-51-4
(2S,3R)-(+)-methyl 2-methyl-3-[(S)-(4-methylphenylsulfinamido)]-3-phenylpropanoate

: 6638-79-5
N,O-dimethylhydroxylamine*hydrochloride

: (S_S,2S,3R)-(+)-N-methoxy-N,2-dimethyl-3-(p-toluenesulfinylamino)-3-phenylpropanamide

Guidance literature:: N,O-dimethylhydroxylamine*hydrochloride; With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 1h; Inert atmosphere;

(2S,3R)-(+)-methyl 2-methyl-3-[(S)-(4-methylphenylsulfinamido)]-3-phenylpropanoate; In tetrahydrofuran; hexane; at -78 ℃; for 4h; Inert atmosphere;
DOI:10.1021/jo2002352

Reference yield:

: 1287731-51-4
(2S,3R)-(+)-methyl 2-methyl-3-[(S)-(4-methylphenylsulfinamido)]-3-phenylpropanoate

: 1287731-67-2
(2S,3R)-(+)-4-N-[(S)-(p-toluenesulfinyl)]amino-3-methyl-4-phenylbutan-2-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 - 20 °C / Inert atmosphere

1.2: 4 h / -78 °C / Inert atmosphere

2.1: tetrahydrofuran / 1.17 h / 0 - 20 °C / Inert atmosphere

With n-butyllithium; In tetrahydrofuran; hexane;
DOI:10.1021/jo2002352