(4S,5R)-4-Cyclohexylmethyl-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 5-[4-((R)-2-benzyloxycarbonylamino-2-carboxy-ethylsulfanyl)-butyl] ester 3-tert-butyl ester

Base Information

• Chemical Name: (4S,5R)-4-Cyclohexylmethyl-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 5-[4-((R)-2-benzyloxycarbonylamino-2-carboxy-ethylsulfanyl)-butyl] ester 3-tert-butyl ester
• CAS No.: 135913-23-4
• Molecular Formula: C₃₃H₅₀N₂O₉S
• Molecular Weight: 650.834
• Mol file: 135913-23-4.mol

Synonyms:

Chemical Property of (4S,5R)-4-Cyclohexylmethyl-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 5-[4-((R)-2-benzyloxycarbonylamino-2-carboxy-ethylsulfanyl)-butyl] 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-[4-((R)-2-benzyloxycarbonylamino-2-carboxy-ethylsulfanyl)-butyl] ester 3-tert-butyl ester

There total 3 articles about (4S,5R)-4-Cyclohexylmethyl-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 5-[4-((R)-2-benzyloxycarbonylamino-2-carboxy-ethylsulfanyl)-butyl] 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) → (4S,5R)-4-Cyclohexylmethyl-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 5-[4-((R)-2-benzyloxycarbonylamino-2-carboxy-ethylsulfanyl)-butyl] ester 3-tert-butyl ester (135913-23-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 90 percent / K₂CO₃ / dimethylformamide / 2 h / Ambient temperature

2: i-Pr₂NEt / ethanol; H₂O / 12 h / Ambient temperature

3: NaHCO₃ / H₂O; dioxane / 2 h / Ambient temperature

With sodium hydrogencarbonate; potassium carbonate; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; ethanol; water; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)61590-3

Reference yield:

(4S,5R)-4-Cyclohexylmethyl-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-(4-iodo-butyl) ester (135913-21-2) → (4S,5R)-4-Cyclohexylmethyl-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 5-[4-((R)-2-benzyloxycarbonylamino-2-carboxy-ethylsulfanyl)-butyl] ester 3-tert-butyl ester (135913-23-4)

Guidance literature:

Multi-step reaction with 2 steps

1: i-Pr₂NEt / ethanol; H₂O / 12 h / Ambient temperature

2: NaHCO₃ / H₂O; dioxane / 2 h / Ambient temperature

With sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; ethanol; water;

DOI:10.1016/S0040-4039(00)61590-3

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) + (4S,5R)-4-Cyclohexylmethyl-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 5-[4-((R)-2-amino-2-carboxy-ethylsulfanyl)-butyl] ester 3-tert-butyl ester (135913-22-3) → (4S,5R)-4-Cyclohexylmethyl-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 5-[4-((R)-2-benzyloxycarbonylamino-2-carboxy-ethylsulfanyl)-butyl] ester 3-tert-butyl ester (135913-23-4)

Guidance literature:

With sodium hydrogencarbonate; In 1,4-dioxane; water; for 2h; Yield given; Ambient temperature;

DOI:10.1016/S0040-4039(00)61590-3

upstream raw materials:

benzyl chloroformate

(4S,5R)-4-Cyclohexylmethyl-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 5-[4-((R)-2-amino-2-carboxy-ethylsulfanyl)-butyl] ester 3-tert-butyl ester

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

(4S,5R)-4-Cyclohexylmethyl-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-(4-iodo-butyl) ester

Downstream raw materials:

(S)-2-Benzyl-N-((3R,4S,7R)-4-cyclohexylmethyl-3-hydroxy-2,6-dioxo-1-oxa-9-thia-5-aza-cyclotridec-7-yl)-3-(2-methyl-propane-2-sulfonyl)-propionamide

((3R,4S,7R)-4-Cyclohexylmethyl-3-hydroxy-2,6-dioxo-1-oxa-9-thia-5-aza-cyclotridec-7-yl)-carbamic acid benzyl ester