N-[[(1S)-1-[(pentafluorophenoxy)carbonyl]ethyl]carbamoyl]-L-tryptophan tert-butyl ester

Base Information

• Chemical Name: N-[[(1S)-1-[(pentafluorophenoxy)carbonyl]ethyl]carbamoyl]-L-tryptophan tert-butyl ester
• CAS No.: 286939-25-1
• Molecular Formula: C₂₅H₂₄F₅N₃O₅
• Molecular Weight: 541.475

Synonyms:N-[[(1S)-1-[(pentafluorophenoxy)carbonyl]ethyl]carbamoyl]-L-tryptophan tert-butyl ester

Chemical Property of N-[[(1S)-1-[(pentafluorophenoxy)carbonyl]ethyl]carbamoyl]-L-tryptophan tert-butyl ester

Chemical Property:

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Technology Process of N-[[(1S)-1-[(pentafluorophenoxy)carbonyl]ethyl]carbamoyl]-L-tryptophan tert-butyl ester

There total 1 articles about N-[[(1S)-1-[(pentafluorophenoxy)carbonyl]ethyl]carbamoyl]-L-tryptophan 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:

N-[[(1S)-1-[(benzyloxy)carbonyl]ethyl]carbamoyl]-L-tryptophan tert-butylester (286939-23-9) → N-[[(1S)-1-[(pentafluorophenoxy)carbonyl]ethyl]carbamoyl]-L-tryptophan tert-butyl ester (286939-25-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 78 percent / H₂ / Pd/C / methanol / 5 h / 20 °C / 760.05 Torr

2.1: DCC / ethyl acetate / 1 h / 0 °C

2.2: 92 percent / ethyl acetate / 0.5 h / 20 °C

With hydrogen; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; ethyl acetate;

DOI:10.1021/ja003292c

Reference yield:

N-[[(1S)-1-[(pentafluorophenoxy)carbonyl]ethyl]carbamoyl]-L-tryptophan tert-butyl ester (286939-25-1) + 2C2HF3O2*C12H18N2O3 → C31H41N5O7 (1332758-01-6)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 15h; Inert atmosphere;

DOI:10.1021/ol202124b

Reference yield:

N-[[(1S)-1-[(pentafluorophenoxy)carbonyl]ethyl]carbamoyl]-L-tryptophan tert-butyl ester (286939-25-1) + C45H68N6O10Si2 (1354939-09-5) → C64H91N9O14Si2 (1354939-12-0)

Guidance literature:

With 4-methyl-morpholine; HATU; In dichloromethane; at 20 ℃; for 3h; Inert atmosphere;

DOI:10.1021/jo202159q

upstream raw materials:

N-[[(1S)-1-[(benzyloxy)carbonyl]ethyl]carbamoyl]-L-tryptophan tert-butylester

Downstream raw materials:

C₃₁H₄₁N₅O₇

C₆₄H₉₁N₉O₁₄Si₂

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