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

Base Information

Chemical Name:[(3S,12S,13S,14S)-14-Cyclohexylmethyl-13-hydroxy-12-((S)-2-methyl-butylcarbamoyl)-2,6-dioxo-1,7-diaza-cyclotetradec-3-yl]-carbamic acid tert-butyl ester
CAS No.:134916-09-9
Molecular Formula:C₃₀H₅₄N₄O₆
Molecular Weight:566.782
Hs Code.:

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

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

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

There total 8 articles about [(3S,12S,13S,14S)-14-Cyclohexylmethyl-13-hydroxy-12-((S)-2-methyl-butylcarbamoyl)-2,6-dioxo-1,7-diaza-cyclotetradec-3-yl]-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)-4-[(1S,2S,3S)-7-Amino-1-cyclohexylmethyl-2-hydroxy-3-((S)-2-methyl-butylcarbamoyl)-heptylcarbamoyl]-4-tert-butoxycarbonylamino-butyric acid

: 134916-09-9
[(3S,12S,13S,14S)-14-Cyclohexylmethyl-13-hydroxy-12-((S)-2-methyl-butylcarbamoyl)-2,6-dioxo-1,7-diaza-cyclotetradec-3-yl]-carbamic acid tert-butyl ester

Guidance literature:: With diphenylphosphoranyl azide; In N,N-dimethyl-formamide; at 0 - 4 ℃; for 120h; Yield given;
DOI:10.1016/S0040-4039(00)74351-6

Reference yield:

: 34985-37-0
(S)-2-methylbutylamine

: 134916-09-9
[(3S,12S,13S,14S)-14-Cyclohexylmethyl-13-hydroxy-12-((S)-2-methyl-butylcarbamoyl)-2,6-dioxo-1,7-diaza-cyclotetradec-3-yl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 10 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

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:

: 148102-24-3
(4S,5S)-5-((S)-1-Carboxy-pent-4-enyl)-4-cyclohexylmethyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

: 134916-09-9
[(3S,12S,13S,14S)-14-Cyclohexylmethyl-13-hydroxy-12-((S)-2-methyl-butylcarbamoyl)-2,6-dioxo-1,7-diaza-cyclotetradec-3-yl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 10 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

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