N-[(2-tert-butyloxycarbonyl)-2-adamantyl] (2S)-2-N-(9-fluorenylmethyloxycarbonyl)amino-3-(4-tert-butyloxyphenyl)propanamide

Base Information

Chemical Name:N-[(2-tert-butyloxycarbonyl)-2-adamantyl] (2S)-2-N-(9-fluorenylmethyloxycarbonyl)amino-3-(4-tert-butyloxyphenyl)propanamide
CAS No.:502937-08-8
Molecular Formula:C₄₃H₅₂N₂O₆
Molecular Weight:692.896
Hs Code.:

Synonyms:N-[(2-tert-butyloxycarbonyl)-2-adamantyl] (2S)-2-N-(9-fluorenylmethyloxycarbonyl)amino-3-(4-tert-butyloxyphenyl)propanamide

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Chemical Property of N-[(2-tert-butyloxycarbonyl)-2-adamantyl] (2S)-2-N-(9-fluorenylmethyloxycarbonyl)amino-3-(4-tert-butyloxyphenyl)propanamide

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Technology Process of N-[(2-tert-butyloxycarbonyl)-2-adamantyl] (2S)-2-N-(9-fluorenylmethyloxycarbonyl)amino-3-(4-tert-butyloxyphenyl)propanamide

There total 4 articles about N-[(2-tert-butyloxycarbonyl)-2-adamantyl] (2S)-2-N-(9-fluorenylmethyloxycarbonyl)amino-3-(4-tert-butyloxyphenyl)propanamide 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: 92.0%

: 71989-38-3,118488-18-9,204384-67-8
Fmoc-Tyr(tBu)-OH

: 502937-07-7
2-amino-adamantane-2-carboxylic acid tert-butyl ester

: 502937-08-8
N-[(2-tert-butyloxycarbonyl)-2-adamantyl] (2S)-2-N-(9-fluorenylmethyloxycarbonyl)amino-3-(4-tert-butyloxyphenyl)propanamide

Guidance literature:: With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; at 20 ℃; for 12h;
DOI:10.1016/S0968-0896(02)00342-5

Reference yield:

: 42381-05-5
2-amino-2-adamantanecarboxylic acid

: 502937-08-8
N-[(2-tert-butyloxycarbonyl)-2-adamantyl] (2S)-2-N-(9-fluorenylmethyloxycarbonyl)amino-3-(4-tert-butyloxyphenyl)propanamide

Guidance literature:: Multi-step reaction with 4 steps

1: aq. KOH

2: 49 percent / toluene / 10 h / 110 °C

3: 91 percent / H₂; AcOH / 10 percent Pd/C / methanol / 12 h / 20 °C

4: 92 percent / DCC; HOBt / dimethylformamide / 12 h / 20 °C

With potassium hydroxide; hydrogen; benzotriazol-1-ol; acetic acid; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0968-0896(02)00342-5

Reference yield:

: 144876-66-4
2-N-benzyloxycarbonylamino-2-hydroxycarbonyl-adamantane

: 502937-08-8
N-[(2-tert-butyloxycarbonyl)-2-adamantyl] (2S)-2-N-(9-fluorenylmethyloxycarbonyl)amino-3-(4-tert-butyloxyphenyl)propanamide

Guidance literature:: Multi-step reaction with 3 steps

1: 49 percent / toluene / 10 h / 110 °C

2: 91 percent / H₂; AcOH / 10 percent Pd/C / methanol / 12 h / 20 °C

3: 92 percent / DCC; HOBt / dimethylformamide / 12 h / 20 °C

With hydrogen; benzotriazol-1-ol; acetic acid; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0968-0896(02)00342-5