(2S)-2-[(4S,5S)-3-benzyloxycarbonyl-4-cyclohexylmethyl-2,2-dimethyl-1,3-oxazolidin-5-yl]methyl-N-butyl-3-methylbutanamide

Base Information

Chemical Name:(2S)-2-[(4S,5S)-3-benzyloxycarbonyl-4-cyclohexylmethyl-2,2-dimethyl-1,3-oxazolidin-5-yl]methyl-N-butyl-3-methylbutanamide
CAS No.:105852-65-1
Molecular Formula:C₃₀H₄₈N₂O₄
Molecular Weight:500.722
Hs Code.:

Synonyms:(2S)-2-[(4S,5S)-3-benzyloxycarbonyl-4-cyclohexylmethyl-2,2-dimethyl-1,3-oxazolidin-5-yl]methyl-N-butyl-3-methylbutanamide

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Chemical Property of (2S)-2-[(4S,5S)-3-benzyloxycarbonyl-4-cyclohexylmethyl-2,2-dimethyl-1,3-oxazolidin-5-yl]methyl-N-butyl-3-methylbutanamide

Chemical Property:

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Technology Process of (2S)-2-[(4S,5S)-3-benzyloxycarbonyl-4-cyclohexylmethyl-2,2-dimethyl-1,3-oxazolidin-5-yl]methyl-N-butyl-3-methylbutanamide

There total 9 articles about (2S)-2-[(4S,5S)-3-benzyloxycarbonyl-4-cyclohexylmethyl-2,2-dimethyl-1,3-oxazolidin-5-yl]methyl-N-butyl-3-methylbutanamide 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:

: 105852-42-4,105864-88-8,130227-93-9
(2RS)-2-[(4S,5S)-3-benzyloxycarbonyl-4-cyclohexylmethyl-2,2-dimethyl-1,3-oxazolidin-5-yl]methyl-3-methylbutanoic acid

: 109-73-9,85404-21-3
N-butylamine

: 105852-65-1
(2S)-2-[(4S,5S)-3-benzyloxycarbonyl-4-cyclohexylmethyl-2,2-dimethyl-1,3-oxazolidin-5-yl]methyl-N-butyl-3-methylbutanamide

Guidance literature:: With EDAC; benzotriazol-1-ol; triethylamine; In water; N,N-dimethyl-formamide;

Reference yield:

: 556-24-1
methyl 3-methylbutanoate

: 105852-65-1
(2S)-2-[(4S,5S)-3-benzyloxycarbonyl-4-cyclohexylmethyl-2,2-dimethyl-1,3-oxazolidin-5-yl]methyl-N-butyl-3-methylbutanamide

Guidance literature:: Multi-step reaction with 3 steps

1: 78 percent / diisopropylamine, n-butyllitium / tetrahydrofuran; hexamethylphosphoric acid triamide / 2.5 h / Ambient temperature

2: 42 percent / potassium tert-butoxide, H₂O / diethyl ether / 18 h / Ambient temperature

3: 1.) hydroxybenzotriazole, dicyclohexylcarbodiimide / 1.) DMF, 0 deg C, 3 d, 2.) 0 deg C, 2 h; room temperature, 24 h

With n-butyllithium; potassium tert-butylate; water; benzotriazol-1-ol; diisopropylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether;
DOI:10.1021/jm00117a027

Reference yield:

: 114469-35-1
3-<(benzyloxycarbonyl)amino>-4-cyclohexyl-1-iodo-2-<(trimethylsilyl)oxy>-(2R,3S)-butane

: 105852-65-1
(2S)-2-[(4S,5S)-3-benzyloxycarbonyl-4-cyclohexylmethyl-2,2-dimethyl-1,3-oxazolidin-5-yl]methyl-N-butyl-3-methylbutanamide

Guidance literature:: Multi-step reaction with 5 steps

1: 78 percent / KF, acetic acid / methanol / 4 h / Ambient temperature

2: 95 percent / p-toluenesulfonic acid / CH₂Cl₂ / 3 h / Ambient temperature

3: 78 percent / diisopropylamine, n-butyllitium / tetrahydrofuran; hexamethylphosphoric acid triamide / 2.5 h / Ambient temperature

4: 42 percent / potassium tert-butoxide, H₂O / diethyl ether / 18 h / Ambient temperature

5: 1.) hydroxybenzotriazole, dicyclohexylcarbodiimide / 1.) DMF, 0 deg C, 3 d, 2.) 0 deg C, 2 h; room temperature, 24 h

With potassium fluoride; n-butyllithium; potassium tert-butylate; water; benzotriazol-1-ol; toluene-4-sulfonic acid; acetic acid; diisopropylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; dichloromethane;
DOI:10.1021/jm00117a027