N-(9-fluorenylmethoxycarbonyl)-O-(tert-butyl)-L-seryl-L-proline benzyl ester

Base Information

• Chemical Name: N-(9-fluorenylmethoxycarbonyl)-O-(tert-butyl)-L-seryl-L-proline benzyl ester
• CAS No.: 176842-74-3
• Molecular Formula: C₃₄H₃₈N₂O₆
• Molecular Weight: 570.686

Synonyms:N-(9-fluorenylmethoxycarbonyl)-O-(tert-butyl)-L-seryl-L-proline benzyl ester

Chemical Property of N-(9-fluorenylmethoxycarbonyl)-O-(tert-butyl)-L-seryl-L-proline benzyl ester

Chemical Property:

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Technology Process of N-(9-fluorenylmethoxycarbonyl)-O-(tert-butyl)-L-seryl-L-proline benzyl ester

There total 1 articles about N-(9-fluorenylmethoxycarbonyl)-O-(tert-butyl)-L-seryl-L-proline benzyl 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: 90.0%

benzyl (2S)-2-pyrrolidinecarboxylate hydrochloride (16652-71-4) + Fmoc-Ser(tBu)-OH (71989-33-8) → N-(9-fluorenylmethoxycarbonyl)-O-(tert-butyl)-L-seryl-L-proline benzyl ester (176842-74-3)

Guidance literature:

With diethyl cyanophosphonate; triethylamine; In dichloromethane; at 0 ℃; for 2h;

DOI:10.1016/0008-6215(96)00004-3

Reference yield: 99.7%

N-(9-fluorenylmethoxycarbonyl)-O-(tert-butyl)-L-seryl-L-proline benzyl ester (176842-74-3) → N-(9-fluorenylmethoxycarbonyl)-O-(tert-butyl)-L-seryl-L-proline (143038-46-4)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; acetic acid; for 0.416667h;

DOI:10.1016/0008-6215(96)00004-3

Reference yield: 87.2%

N-(9-fluorenylmethoxycarbonyl)-O-(tert-butyl)-L-seryl-L-proline benzyl ester (176842-74-3) → N-(9-fluorenylmethoxycarbonyl)-L-seryl-L-proline benzyl ester (176842-75-4)

Guidance literature:

With trifluoroacetic acid; for 12h; Ambient temperature;

DOI:10.1016/0008-6215(96)00004-3

upstream raw materials:

benzyl (2S)-2-pyrrolidinecarboxylate hydrochloride

Fmoc-Ser(tBu)-OH

Downstream raw materials:

N-(9-fluorenylmethoxycarbonyl)-O-(tert-butyl)-L-seryl-L-proline

N-(9-fluorenylmethoxycarbonyl)-L-seryl-L-proline benzyl ester

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