(4S,5R)-4-Cyclohexylmethyl-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 5-{1-[((S)-4-benzyloxycarbonylamino-4-tert-butoxycarbonyl-butyrylamino)-methyl]-propyl} ester 3-tert-butyl ester

Base Information

• Chemical Name: (4S,5R)-4-Cyclohexylmethyl-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 5-{1-[((S)-4-benzyloxycarbonylamino-4-tert-butoxycarbonyl-butyrylamino)-methyl]-propyl} ester 3-tert-butyl ester
• CAS No.: 141334-71-6
• Molecular Formula: C₃₉H₆₁N₃O₁₀
• Molecular Weight: 731.927

Synonyms:

Chemical Property of (4S,5R)-4-Cyclohexylmethyl-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 5-{1-[((S)-4-benzyloxycarbonylamino-4-tert-butoxycarbonyl-butyrylamino)-methyl]-propyl} ester 3-tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4S,5R)-4-Cyclohexylmethyl-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 5-{1-[((S)-4-benzyloxycarbonylamino-4-tert-butoxycarbonyl-butyrylamino)-methyl]-propyl} ester 3-tert-butyl ester

There total 1 articles about (4S,5R)-4-Cyclohexylmethyl-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 5-{1-[((S)-4-benzyloxycarbonylamino-4-tert-butoxycarbonyl-butyrylamino)-methyl]-propyl} ester 3-tert-butyl ester 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:

(4S,5R)-3-tert-Butoxycarbonyl-4-cyclohexyl-methyl-2,2-dimethyloxazolidine-5-carboxylic acid (121533-54-8) + (S)-2-Benzyloxycarbonylamino-4-(2-hydroxy-butylcarbamoyl)-butyric acid tert-butyl ester (141334-67-0,141334-68-1) → (4S,5R)-4-Cyclohexylmethyl-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 5-{1-[((S)-4-benzyloxycarbonylamino-4-tert-butoxycarbonyl-butyrylamino)-methyl]-propyl} ester 3-tert-butyl ester (141334-71-6,141395-89-3)

Guidance literature:

With dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane; Yield given;

DOI:10.1016/S0040-4039(00)91716-7

Reference yield:

(4S,5R)-4-Cyclohexylmethyl-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 5-{1-[((S)-4-benzyloxycarbonylamino-4-tert-butoxycarbonyl-butyrylamino)-methyl]-propyl} ester 3-tert-butyl ester (141334-71-6,141395-89-3) → (8S,11S,12R)-8-Amino-11-cyclohexylmethyl-2-ethyl-12-hydroxy-1-oxa-4,10-diaza-cyclotridecane-5,9,13-trione

Guidance literature:

Multi-step reaction with 3 steps

1: TFA / CH₂Cl₂

2: EDC, DMAP*HCl / CHCl₃; tetrahydrofuran / Heating

3: H₂ / Pd-C / ethyl acetate; tetrahydrofuran; methanol

With hydrogen; 4-(dimethylamino)pyridine hydrochloride; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; chloroform; ethyl acetate;

DOI:10.1016/S0040-4039(00)91716-7

Reference yield:

(4S,5R)-4-Cyclohexylmethyl-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 5-{1-[((S)-4-benzyloxycarbonylamino-4-tert-butoxycarbonyl-butyrylamino)-methyl]-propyl} ester 3-tert-butyl ester (141334-71-6,141395-89-3) → (S)-2-Benzyl-N-((2S,8S,11S,12R)-11-cyclohexylmethyl-2-ethyl-12-hydroxy-5,9,13-trioxo-1-oxa-4,10-diaza-cyclotridec-8-yl)-3-(2-methyl-propane-2-sulfonyl)-propionamide

Guidance literature:

Multi-step reaction with 4 steps

1: TFA / CH₂Cl₂

2: EDC, DMAP*HCl / CHCl₃; tetrahydrofuran / Heating

3: H₂ / Pd-C / ethyl acetate; tetrahydrofuran; methanol

4: EDC, HOBt, NMM / CH₂Cl₂

With 4-methyl-morpholine; hydrogen; 4-(dimethylamino)pyridine hydrochloride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; chloroform; ethyl acetate;

DOI:10.1016/S0040-4039(00)91716-7

upstream raw materials:

(4S,5R)-3-tert-Butoxycarbonyl-4-cyclohexyl-methyl-2,2-dimethyloxazolidine-5-carboxylic acid

(S)-2-Benzyloxycarbonylamino-4-(2-hydroxy-butylcarbamoyl)-butyric acid tert-butyl ester

Downstream raw materials:

((8S,11S,12R)-11-Cyclohexylmethyl-2-ethyl-12-hydroxy-5,9,13-trioxo-1-oxa-4,10-diaza-cyclotridec-8-yl)-carbamic acid benzyl ester

[(S)-1-((2S,8S,11S,12R)-11-Cyclohexylmethyl-2-ethyl-12-hydroxy-5,9,13-trioxo-1-oxa-4,10-diaza-cyclotridec-8-ylcarbamoyl)-2-phenyl-ethyl]-carbamic acid tert-butyl ester

[(S)-1-((2R,8S,11S,12R)-11-Cyclohexylmethyl-2-ethyl-12-hydroxy-5,9,13-trioxo-1-oxa-4,10-diaza-cyclotridec-8-ylcarbamoyl)-2-phenyl-ethyl]-carbamic acid tert-butyl ester

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