{(S)-1-[(3S,12S,13S,14S)-14-Cyclohexylmethyl-13-hydroxy-12-((S)-2-methyl-butylcarbamoyl)-2,6-dioxo-1,7-diaza-cyclotetradec-3-ylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester

Base Information

• Chemical Name: {(S)-1-[(3S,12S,13S,14S)-14-Cyclohexylmethyl-13-hydroxy-12-((S)-2-methyl-butylcarbamoyl)-2,6-dioxo-1,7-diaza-cyclotetradec-3-ylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester
• CAS No.: 134915-98-3
• Molecular Formula: C₃₉H₆₃N₅O₇
• Molecular Weight: 713.959

Synonyms:

Chemical Property of {(S)-1-[(3S,12S,13S,14S)-14-Cyclohexylmethyl-13-hydroxy-12-((S)-2-methyl-butylcarbamoyl)-2,6-dioxo-1,7-diaza-cyclotetradec-3-ylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {(S)-1-[(3S,12S,13S,14S)-14-Cyclohexylmethyl-13-hydroxy-12-((S)-2-methyl-butylcarbamoyl)-2,6-dioxo-1,7-diaza-cyclotetradec-3-ylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester

There total 11 articles about {(S)-1-[(3S,12S,13S,14S)-14-Cyclohexylmethyl-13-hydroxy-12-((S)-2-methyl-butylcarbamoyl)-2,6-dioxo-1,7-diaza-cyclotetradec-3-ylcarbamoyl]-2-phenyl-ethyl}-carbamic acid 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:

(S)-2-methylbutylamine (34985-37-0) → {(S)-1-[(3S,12S,13S,14S)-14-Cyclohexylmethyl-13-hydroxy-12-((S)-2-methyl-butylcarbamoyl)-2,6-dioxo-1,7-diaza-cyclotetradec-3-ylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester (134915-98-3)

Guidance literature:

Multi-step reaction with 12 steps

1: EDC, HOBT

2: 1) BH₃*THF 2) 1N NaOH, H₂O₂

3: Et₃N / CH₂Cl₂ / 0 °C

4: LiN₃ / dimethylformamide

5: 1,3-propanedithiol, Et₃N

6: Et₃N / CH₂Cl₂

7: HCl / methanol

8: Et₃N, EDC, HOBT

9: H₂ / Pd/C / methanol

10: diphenylphosphoryl azide / dimethylformamide / 120 h / 0 - 4 °C

11: HCl / methanol

12: Et₃N, EDC, HOBT

With 1.3-propanedithiol; hydrogenchloride; sodium hydroxide; lithium azide; borane-THF; diphenylphosphoranyl azide; hydrogen; dihydrogen peroxide; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)74351-6

Reference yield:

(4S,5S)-5-((S)-1-Carboxy-pent-4-enyl)-4-cyclohexylmethyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester (148102-24-3) → {(S)-1-[(3S,12S,13S,14S)-14-Cyclohexylmethyl-13-hydroxy-12-((S)-2-methyl-butylcarbamoyl)-2,6-dioxo-1,7-diaza-cyclotetradec-3-ylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester (134915-98-3)

Guidance literature:

Multi-step reaction with 12 steps

1: EDC, HOBT

2: 1) BH₃*THF 2) 1N NaOH, H₂O₂

3: Et₃N / CH₂Cl₂ / 0 °C

4: LiN₃ / dimethylformamide

5: 1,3-propanedithiol, Et₃N

6: Et₃N / CH₂Cl₂

7: HCl / methanol

8: Et₃N, EDC, HOBT

9: H₂ / Pd/C / methanol

10: diphenylphosphoryl azide / dimethylformamide / 120 h / 0 - 4 °C

11: HCl / methanol

12: Et₃N, EDC, HOBT

With 1.3-propanedithiol; hydrogenchloride; sodium hydroxide; lithium azide; borane-THF; diphenylphosphoranyl azide; hydrogen; dihydrogen peroxide; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)74351-6

Reference yield:

(4S,5S)-4-Cyclohexylmethyl-5-[(S)-5-hydroxy-1-((S)-2-methyl-butylcarbamoyl)-pentyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester (134916-03-3) → {(S)-1-[(3S,12S,13S,14S)-14-Cyclohexylmethyl-13-hydroxy-12-((S)-2-methyl-butylcarbamoyl)-2,6-dioxo-1,7-diaza-cyclotetradec-3-ylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester (134915-98-3)

Guidance literature:

Multi-step reaction with 10 steps

1: Et₃N / CH₂Cl₂ / 0 °C

2: LiN₃ / dimethylformamide

3: 1,3-propanedithiol, Et₃N

4: Et₃N / CH₂Cl₂

5: HCl / methanol

6: Et₃N, EDC, HOBT

7: H₂ / Pd/C / methanol

8: diphenylphosphoryl azide / dimethylformamide / 120 h / 0 - 4 °C

9: HCl / methanol

10: Et₃N, EDC, HOBT

With 1.3-propanedithiol; hydrogenchloride; lithium azide; diphenylphosphoranyl azide; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)74351-6

upstream raw materials:

N-tert-butoxycarbonyl-L-phenylalanine

(S)-2-methylbutylamine

(4S,5S)-5-((S)-1-Carboxy-pent-4-enyl)-4-cyclohexylmethyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

(4S,5S)-4-Cyclohexylmethyl-2,2-dimethyl-5-[(S)-1-((S)-2-methyl-butylcarbamoyl)-pent-4-enyl]-oxazolidine-3-carboxylic acid tert-butyl ester

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