Butanethioic acid, 2-amino-3-[[(phenylmethoxy)carbonyl]amino]-, S-(4-methylphenyl) ester, (2S,3S)-

Base Information

Chemical Name:Butanethioic acid, 2-amino-3-[[(phenylmethoxy)carbonyl]amino]-, S-(4-methylphenyl) ester, (2S,3S)-
CAS No.:370865-55-7
Molecular Formula:C19H22N2O3S
Molecular Weight:358.461
Hs Code.:

Synonyms:

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Chemical Property of Butanethioic acid, 2-amino-3-[[(phenylmethoxy)carbonyl]amino]-, S-(4-methylphenyl) ester, (2S,3S)-

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Technology Process of Butanethioic acid, 2-amino-3-[[(phenylmethoxy)carbonyl]amino]-, S-(4-methylphenyl) ester, (2S,3S)-

There total 5 articles about Butanethioic acid, 2-amino-3-[[(phenylmethoxy)carbonyl]amino]-, S-(4-methylphenyl) ester, (2S,3S)- 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: 53.0%

: 499783-35-6
(Z)-(3S)-3-(benzyloxycarbanylamino)-1-(4'-tolylthio)-1-nitrobut-1-ene

: 370865-55-7
2-amino-3-benzyloxycarbonylamino-thiobutyric acid S-p-tolyl ester

Guidance literature:: (Z)-(3S)-3-(benzyloxycarbanylamino)-1-(4'-tolylthio)-1-nitrobut-1-ene; With lithium tert-butyl hydroperoxide; In tetrahydrofuran; hexane; toluene; at -78 ℃; for 1h;

With ammonium hydroxide; In various solvents; at 0 ℃; for 36h;
DOI:10.1055/s-2002-34851

Reference yield: 42.0%

: 499783-35-6
(Z)-(3S)-3-(benzyloxycarbanylamino)-1-(4'-tolylthio)-1-nitrobut-1-ene

: (4S,5S)-5-(4'-tolylthiocarbonyl)-4-methyl-2-benzyloxyoxazoline

: 370865-55-7
2-amino-3-benzyloxycarbonylamino-thiobutyric acid S-p-tolyl ester

Guidance literature:: (Z)-(3S)-3-(benzyloxycarbanylamino)-1-(4'-tolylthio)-1-nitrobut-1-ene; With lithium tert-butyl hydroperoxide; In hexane; toluene; at -78 ℃; for 2h;

With ammonium chloride; In hexane; toluene; at -78 - 20 ℃;
DOI:10.1055/s-2001-16047

Reference yield:

: 82353-55-7,105499-10-3,141884-07-3,111955-03-4
benzyl (S)-1-oxopropan-2-ylcarbamate

: 370865-55-7
2-amino-3-benzyloxycarbonylamino-thiobutyric acid S-p-tolyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: tBuOK / 2-methyl-propan-2-ol; tetrahydrofuran / 0.25 h / 0 °C

1.2: 75 percent / tetrahydrofuran; 2-methyl-propan-2-ol / 3 h / 20 °C

2.1: 84 percent / MeSO₂Cl; iPr₂NEt / CH₂Cl₂ / 5 h / -78 - 20 °C

3.1: tBuOOLi / tetrahydrofuran; toluene; hexane / 1 h / -78 °C

3.2: 53 percent / aq. NH₃ / various solvents / 36 h / 0 °C

With potassium tert-butylate; lithium tert-butyl hydroperoxide; methanesulfonyl chloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; hexane; dichloromethane; toluene; tert-butyl alcohol; 1.2: Henry reaction;
DOI:10.1055/s-2002-34851