((S)-4-{(S)-1-[(S)-2-((S)-1-Benzylcarbamoyl-3-methyl-butylcarbamoyl)-1-hydroxy-ethyl]-3-methyl-butylcarbamoyl}-1-cyclohexylmethyl-6-methyl-2-oxo-heptyl)-carbamic acid tert-butyl ester

Base Information

Chemical Name:((S)-4-{(S)-1-[(S)-2-((S)-1-Benzylcarbamoyl-3-methyl-butylcarbamoyl)-1-hydroxy-ethyl]-3-methyl-butylcarbamoyl}-1-cyclohexylmethyl-6-methyl-2-oxo-heptyl)-carbamic acid tert-butyl ester
CAS No.:118404-74-3
Molecular Formula:C₄₂H₇₀N₄O₇
Molecular Weight:743.04
Hs Code.:

((S)-4-{(S)-1-[(S)-2-((S)-1-Benzylcarbamoyl-3-methyl-butylcarbamoyl)-1-hydroxy-ethyl]-3-methyl-butylcarbamoyl}-1-cyclohexylmethyl-6-methyl-2-oxo-heptyl)-carbamic acid tert-butyl ester

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Chemical Property of ((S)-4-{(S)-1-[(S)-2-((S)-1-Benzylcarbamoyl-3-methyl-butylcarbamoyl)-1-hydroxy-ethyl]-3-methyl-butylcarbamoyl}-1-cyclohexylmethyl-6-methyl-2-oxo-heptyl)-carbamic acid tert-butyl ester

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Technology Process of ((S)-4-{(S)-1-[(S)-2-((S)-1-Benzylcarbamoyl-3-methyl-butylcarbamoyl)-1-hydroxy-ethyl]-3-methyl-butylcarbamoyl}-1-cyclohexylmethyl-6-methyl-2-oxo-heptyl)-carbamic acid tert-butyl ester

There total 8 articles about ((S)-4-{(S)-1-[(S)-2-((S)-1-Benzylcarbamoyl-3-methyl-butylcarbamoyl)-1-hydroxy-ethyl]-3-methyl-butylcarbamoyl}-1-cyclohexylmethyl-6-methyl-2-oxo-heptyl)-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: 88.0%

: 118386-95-1,124266-94-0,124267-02-3
(S)-5-tert-Butoxycarbonylamino-6-cyclohexyl-2-isobutyl-4-oxo-hexanoic acid

: 118404-74-3,124339-06-6,124339-35-1
((S)-4-{(S)-1-[(S)-2-((S)-1-Benzylcarbamoyl-3-methyl-butylcarbamoyl)-1-hydroxy-ethyl]-3-methyl-butylcarbamoyl}-1-cyclohexylmethyl-6-methyl-2-oxo-heptyl)-carbamic acid tert-butyl ester

Guidance literature:: With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; Ambient temperature; overnight;
DOI:10.1021/jm00164a058

Reference yield:

: 37736-82-6
(S)-2-tert-butoxycarbonylamino-3-cyclohexylpropionic acid

: 118404-74-3,124339-06-6,124339-35-1
((S)-4-{(S)-1-[(S)-2-((S)-1-Benzylcarbamoyl-3-methyl-butylcarbamoyl)-1-hydroxy-ethyl]-3-methyl-butylcarbamoyl}-1-cyclohexylmethyl-6-methyl-2-oxo-heptyl)-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 1-methylpiperidine / ethyl acetate / 0.17 h / -20 °C

2: ethyl acetate; diethyl ether / 2 °C / overnight

3: 86.4 percent / HBr gas / diethyl ether / -20 °C

4: 1.) NaH / 1.) THF, 1 h, 2.) a) 0 deg C, 0.5 h, b) room temp., 1 h

5: 1.) NaH / 1.) DMSO, 1 h, 2.) 24 h

6: H₂ / 20percent Pd/C / methanol / 3 h

7: toluene / 2 h / Heating

8: 88 percent / HOBT/DCC, Et₃N / dimethylformamide / Ambient temperature; overnight

With N-methylcyclohexylamine; hydrogen bromide; hydrogen; sodium hydride; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; diethyl ether; ethyl acetate; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm00164a058

Reference yield:

: 118388-72-0
(S)-<3-bromo-1-(cyclohexylmethyl)-2-oxopropyl>carbamic acid 1,1-dimethylethyl ester

: 118404-74-3,124339-06-6,124339-35-1
((S)-4-{(S)-1-[(S)-2-((S)-1-Benzylcarbamoyl-3-methyl-butylcarbamoyl)-1-hydroxy-ethyl]-3-methyl-butylcarbamoyl}-1-cyclohexylmethyl-6-methyl-2-oxo-heptyl)-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) NaH / 1.) THF, 1 h, 2.) a) 0 deg C, 0.5 h, b) room temp., 1 h

2: 1.) NaH / 1.) DMSO, 1 h, 2.) 24 h

3: H₂ / 20percent Pd/C / methanol / 3 h

4: toluene / 2 h / Heating

5: 88 percent / HOBT/DCC, Et₃N / dimethylformamide / Ambient temperature; overnight

With hydrogen; sodium hydride; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm00164a058