N-(R,R)-trans-2-benzyloxycarbonylaminocyclohexyl-N-tert-butyloxycarbonyl-p-nitrophenylalaninamide

Base Information

• Chemical Name: N-(R,R)-trans-2-benzyloxycarbonylaminocyclohexyl-N-tert-butyloxycarbonyl-p-nitrophenylalaninamide
• CAS No.: 142350-86-5
• Molecular Formula: C₂₈H₃₆N₄O₇
• Molecular Weight: 540.616

Synonyms:N-(R,R)-trans-2-benzyloxycarbonylaminocyclohexyl-N-tert-butyloxycarbonyl-p-nitrophenylalaninamide

Chemical Property of N-(R,R)-trans-2-benzyloxycarbonylaminocyclohexyl-N-tert-butyloxycarbonyl-p-nitrophenylalaninamide

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

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Technology Process of N-(R,R)-trans-2-benzyloxycarbonylaminocyclohexyl-N-tert-butyloxycarbonyl-p-nitrophenylalaninamide

There total 3 articles about N-(R,R)-trans-2-benzyloxycarbonylaminocyclohexyl-N-tert-butyloxycarbonyl-p-nitrophenylalaninamide 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: 89.0%

Boc-Phe(p-NO2)-OH (33305-77-0) + benzyl N-[(1R,2R)-2-aminocyclohexyl]carbamate (142350-85-4,1353973-30-4,445479-92-5) → N-(R,R)-trans-2-benzyloxycarbonylaminocyclohexyl-N-tert-butyloxycarbonyl-p-nitrophenylalaninamide (142350-86-5)

Guidance literature:

With benzotriazol-1-ol; In ethyl acetate; 1,2-dichloro-ethane; N,N-dimethyl-formamide; for 18h;

DOI:10.1039/P19920001173

Reference yield:

(1R,2R)-1,2-diaminocyclohexane (20439-47-8) → N-(R,R)-trans-2-benzyloxycarbonylaminocyclohexyl-N-tert-butyloxycarbonyl-p-nitrophenylalaninamide (142350-86-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 16.6 percent / diethyl ether / 18 h / Ambient temperature

2: 89 percent / N-hydroxybenzotriazole / 1,2-dichloro-ethane; ethyl acetate; dimethylformamide / 18 h

With benzotriazol-1-ol; In diethyl ether; ethyl acetate; 1,2-dichloro-ethane; N,N-dimethyl-formamide;

DOI:10.1039/P19920001173

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → N-(R,R)-trans-2-benzyloxycarbonylaminocyclohexyl-N-tert-butyloxycarbonyl-p-nitrophenylalaninamide (142350-86-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 16.6 percent / diethyl ether / 18 h / Ambient temperature

2: 89 percent / N-hydroxybenzotriazole / 1,2-dichloro-ethane; ethyl acetate; dimethylformamide / 18 h

With benzotriazol-1-ol; In diethyl ether; ethyl acetate; 1,2-dichloro-ethane; N,N-dimethyl-formamide;

DOI:10.1039/P19920001173

upstream raw materials:

Boc-Phe(p-NO₂)-OH

benzyl N-[(1R,2R)-2-aminocyclohexyl]carbamate

(1R,2R)-1,2-diaminocyclohexane

benzyl chloroformate

Downstream raw materials:

N-<(S)-2-amino-3-(p-nitrophenyl)propyl>-trans-(R,R)-cyclohexane-1,2-diamine-N,N',N'N'',N''-penta-acetic acid

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