(S)-2-tert-Butoxycarbonylamino-3-(4-tert-butoxycarbonyloxy-phenyl)-propionic acid pentafluorophenyl ester

Base Information

• Chemical Name: (S)-2-tert-Butoxycarbonylamino-3-(4-tert-butoxycarbonyloxy-phenyl)-propionic acid pentafluorophenyl ester
• CAS No.: 71764-12-0
• Molecular Formula: C₂₅H₂₆F₅NO₇
• Molecular Weight: 547.476

Synonyms:(S)-2-tert-Butoxycarbonylamino-3-(4-tert-butoxycarbonyloxy-phenyl)-propionic acid pentafluorophenyl ester

Chemical Property of (S)-2-tert-Butoxycarbonylamino-3-(4-tert-butoxycarbonyloxy-phenyl)-propionic acid pentafluorophenyl ester

Chemical Property:

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Technology Process of (S)-2-tert-Butoxycarbonylamino-3-(4-tert-butoxycarbonyloxy-phenyl)-propionic acid pentafluorophenyl ester

There total 2 articles about (S)-2-tert-Butoxycarbonylamino-3-(4-tert-butoxycarbonyloxy-phenyl)-propionic acid pentafluorophenyl 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: 87.0%

(S)-2-(tert-butoxycarbonylamino)-3-(4-(tert-butoxycarbonyloxy)phenyl)propanoic acid (20866-48-2) + bis(pentafluorophenyl)sulfite (96157-57-2) → (S)-2-tert-Butoxycarbonylamino-3-(4-tert-butoxycarbonyloxy-phenyl)-propionic acid pentafluorophenyl ester (71764-12-0)

Guidance literature:

With pyridine; at 20 ℃;

DOI:10.1007/BF00952635

Reference yield:

2,3,4,5,6-pentafluorophenol (771-61-9) → (S)-2-tert-Butoxycarbonylamino-3-(4-tert-butoxycarbonyloxy-phenyl)-propionic acid pentafluorophenyl ester (71764-12-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / pyridine, SOCl₂ / diethyl ether / 0.5 h / 0 - 20 °C

2: 87 percent / pyridine / 20 °C

With pyridine; thionyl chloride; In diethyl ether;

DOI:10.1007/BF00952635

Reference yield: 90.0%

(S)-2-tert-Butoxycarbonylamino-3-(4-tert-butoxycarbonyloxy-phenyl)-propionic acid pentafluorophenyl ester (71764-12-0) + (R)-2-Amino-N-[N'-(4-nitro-phenyl)-hydrazinocarbonylmethyl]-propionamide; compound with toluene-4-sulfonic acid → Carbonic acid 4-[(S)-2-tert-butoxycarbonylamino-2-((R)-1-{[N'-(4-nitro-phenyl)-hydrazinocarbonylmethyl]-carbamoyl}-ethylcarbamoyl)-ethyl]-phenyl ester tert-butyl ester

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; for 1h;

upstream raw materials:

(S)-2-(tert-butoxycarbonylamino)-3-(4-(tert-butoxycarbonyloxy)phenyl)propanoic acid

bis(pentafluorophenyl)sulfite

2,3,4,5,6-pentafluorophenol

Downstream raw materials:

(S)-2-(2-{(R)-5-Benzyloxycarbonylamino-2-[(S)-2-tert-butoxycarbonylamino-3-(4-tert-butoxycarbonyloxy-phenyl)-propionylamino]-pentanoylamino}-acetylamino)-3-phenyl-propionic acid

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