S-(2S,3R)-3-[(1S)-1-(methylcarbamoyl)-2-phenylethylcarbamoyl]-2-(hydroxycarbamoyl)-5-methylhexyl ethanethioate

Base Information

Chemical Name:S-(2S,3R)-3-[(1S)-1-(methylcarbamoyl)-2-phenylethylcarbamoyl]-2-(hydroxycarbamoyl)-5-methylhexyl ethanethioate
CAS No.:130370-62-6
Molecular Formula:C₂₁H₃₁N₃O₅S
Molecular Weight:437.56
Hs Code.:

Synonyms:S-(2S,3R)-3-[(1S)-1-(methylcarbamoyl)-2-phenylethylcarbamoyl]-2-(hydroxycarbamoyl)-5-methylhexyl ethanethioate

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Chemical Property of S-(2S,3R)-3-[(1S)-1-(methylcarbamoyl)-2-phenylethylcarbamoyl]-2-(hydroxycarbamoyl)-5-methylhexyl ethanethioate

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Technology Process of S-(2S,3R)-3-[(1S)-1-(methylcarbamoyl)-2-phenylethylcarbamoyl]-2-(hydroxycarbamoyl)-5-methylhexyl ethanethioate

There total 7 articles about S-(2S,3R)-3-[(1S)-1-(methylcarbamoyl)-2-phenylethylcarbamoyl]-2-(hydroxycarbamoyl)-5-methylhexyl ethanethioate 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: 87.0%

: 908350-12-9
(2R)-N¹-[(1S)-1-(methylcarbamoyl)-2-phenylethyl]-N⁴-hydroxy-2-isobutyl-3-methylenesuccinamide

: 507-09-5
tiolacetic acid

: 130370-62-6
S-(2S,3R)-3-[(1S)-1-(methylcarbamoyl)-2-phenylethylcarbamoyl]-2-(hydroxycarbamoyl)-5-methylhexyl ethanethioate

Guidance literature:: With triethylamine; In tetrahydrofuran; at 20 ℃; for 24h;
DOI:10.1021/jo060058h

Reference yield:

: 3182-93-2
(L)-phenylalanine ethyl ester hydrochloride

: 130370-62-6
S-(2S,3R)-3-[(1S)-1-(methylcarbamoyl)-2-phenylethylcarbamoyl]-2-(hydroxycarbamoyl)-5-methylhexyl ethanethioate

Guidance literature:: Multi-step reaction with 5 steps

1.1: triethylamine / tetrahydrofuran / 1 h

2.1: 2.9 g / hydroxybenzotriazole; EDCI / dimethylformamide / 20 °C

3.1: 77 percent / trifluoroacetic acid / CH₂Cl₂ / 10 h / 20 °C

4.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; 2,4,6-trichloro[1,3,5]triazine / dimethylformamide / 1 h

4.2: 82 percent / hydroxylamine hydrochloride; triethylamine / dimethylformamide / 2 h / 20 °C

5.1: 87 percent / triethylamine / tetrahydrofuran / 24 h / 20 °C

With 1,3,5-trichloro-2,4,6-triazine; benzotriazol-1-ol; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 5.1: Michael reaction;
DOI:10.1021/jo060058h

Reference yield:

: 35373-92-3
L-phenylalanine methylamide

: 130370-62-6
S-(2S,3R)-3-[(1S)-1-(methylcarbamoyl)-2-phenylethylcarbamoyl]-2-(hydroxycarbamoyl)-5-methylhexyl ethanethioate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 2.9 g / hydroxybenzotriazole; EDCI / dimethylformamide / 20 °C

2.1: 77 percent / trifluoroacetic acid / CH₂Cl₂ / 10 h / 20 °C

3.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; 2,4,6-trichloro[1,3,5]triazine / dimethylformamide / 1 h

3.2: 82 percent / hydroxylamine hydrochloride; triethylamine / dimethylformamide / 2 h / 20 °C

4.1: 87 percent / triethylamine / tetrahydrofuran / 24 h / 20 °C

With 1,3,5-trichloro-2,4,6-triazine; benzotriazol-1-ol; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 4.1: Michael reaction;
DOI:10.1021/jo060058h