(S)-N-(1S,2R)-<3-<2-<<(1,1-dimethylethyl)amino>carbonyl>phenyl>-2-hydroxy-1-(phenylmethyl)propyl>-2-(acetoxyamino)-3-(2-naphthylthio)propanamide

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Chemical Name:(S)-N-(1S,2R)-<3-<2-<<(1,1-dimethylethyl)amino>carbonyl>phenyl>-2-hydroxy-1-(phenylmethyl)propyl>-2-(acetoxyamino)-3-(2-naphthylthio)propanamide
CAS No.:159142-12-8
Molecular Formula:C₃₆H₄₁N₃O₄S
Molecular Weight:611.805
Hs Code.:

Synonyms:(S)-N-(1S,2R)-<3-<2-<<(1,1-dimethylethyl)amino>carbonyl>phenyl>-2-hydroxy-1-(phenylmethyl)propyl>-2-(acetoxyamino)-3-(2-naphthylthio)propanamide

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Chemical Property of (S)-N-(1S,2R)-<3-<2-<<(1,1-dimethylethyl)amino>carbonyl>phenyl>-2-hydroxy-1-(phenylmethyl)propyl>-2-(acetoxyamino)-3-(2-naphthylthio)propanamide

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Technology Process of (S)-N-(1S,2R)-<3-<2-<<(1,1-dimethylethyl)amino>carbonyl>phenyl>-2-hydroxy-1-(phenylmethyl)propyl>-2-(acetoxyamino)-3-(2-naphthylthio)propanamide

There total 4 articles about (S)-N-(1S,2R)-<3-<2-<<(1,1-dimethylethyl)amino>carbonyl>phenyl>-2-hydroxy-1-(phenylmethyl)propyl>-2-(acetoxyamino)-3-(2-naphthylthio)propanamide 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: 97.0%

: 75-36-5
acetyl chloride

: 161448-28-8
2-{(2R,3S)-3-[(S)-2-Amino-3-(naphthalen-2-ylsulfanyl)-propionylamino]-2-hydroxy-4-phenyl-butyl}-N-tert-butyl-benzamide

: 159142-12-8
(S)-N-(1S,2R)-<3-<2-<<(1,1-dimethylethyl)amino>carbonyl>phenyl>-2-hydroxy-1-(phenylmethyl)propyl>-2-(acetoxyamino)-3-(2-naphthylthio)propanamide

Guidance literature:: With triethylamine; In dichloromethane; for 0.5h; Ambient temperature;
DOI:10.1021/jm950576c

Reference yield:

: 91-60-1
2-Naphthalenethiol

: 159142-12-8
(S)-N-(1S,2R)-<3-<2-<<(1,1-dimethylethyl)amino>carbonyl>phenyl>-2-hydroxy-1-(phenylmethyl)propyl>-2-(acetoxyamino)-3-(2-naphthylthio)propanamide

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) NaH / 1.) THF, RT, 10 min, 2.) THF, RT, 2 h

2: 66 percent / 1-hydroxybenzotriazole hydrate, dicyclohexylcarbodiimide / dimethylformamide; tetrahydrofuran / a) 0 deg C, 2 h, b) RT, overnight

3: 48 percent / CF₃COOH / CH₂Cl₂ / 3 h / Ambient temperature

4: 97 percent / Et₃N / CH₂Cl₂ / 0.5 h / Ambient temperature

With sodium hydride; 1-hydroxybenzotriazol-hydrate; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm950576c

Reference yield:

: 159142-08-2
(S)-2-<(tert-butoxycarbonyl)amino>-3-(2-naphthylthio)propionic acid

: 159142-12-8
(S)-N-(1S,2R)-<3-<2-<<(1,1-dimethylethyl)amino>carbonyl>phenyl>-2-hydroxy-1-(phenylmethyl)propyl>-2-(acetoxyamino)-3-(2-naphthylthio)propanamide

Guidance literature:: Multi-step reaction with 3 steps

1: 66 percent / 1-hydroxybenzotriazole hydrate, dicyclohexylcarbodiimide / dimethylformamide; tetrahydrofuran / a) 0 deg C, 2 h, b) RT, overnight

2: 48 percent / CF₃COOH / CH₂Cl₂ / 3 h / Ambient temperature

3: 97 percent / Et₃N / CH₂Cl₂ / 0.5 h / Ambient temperature

With 1-hydroxybenzotriazol-hydrate; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm950576c