N-<4-<<<(benzyloxy)carbonyl>methyl>amino>benzoyl>-(αS,γS)-γ-fluoroglutamic acid α,γ-di-tert-butyl ester

Base Information

• Chemical Name: N-<4-<<<(benzyloxy)carbonyl>methyl>amino>benzoyl>-(αS,γS)-γ-fluoroglutamic acid α,γ-di-tert-butyl ester
• CAS No.: 173315-22-5
• Molecular Formula: C₂₉H₃₇FN₂O₇
• Molecular Weight: 544.62

Synonyms:N-<4-<<<(benzyloxy)carbonyl>methyl>amino>benzoyl>-(αS,γS)-γ-fluoroglutamic acid α,γ-di-tert-butyl ester

Chemical Property of N-<4-<<<(benzyloxy)carbonyl>methyl>amino>benzoyl>-(αS,γS)-γ-fluoroglutamic acid α,γ-di-tert-butyl ester

Chemical Property:

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Technology Process of N-<4-<<<(benzyloxy)carbonyl>methyl>amino>benzoyl>-(αS,γS)-γ-fluoroglutamic acid α,γ-di-tert-butyl ester

There total 1 articles about N-<4-<<<(benzyloxy)carbonyl>methyl>amino>benzoyl>-(αS,γS)-γ-fluoroglutamic acid α,γ-di-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:

(2S,4S)-L-threo-4-fluoroglutamic acid (32563-25-0,149117-03-3,91383-48-1,91383-47-0) → N-<4-<<<(benzyloxy)carbonyl>methyl>amino>benzoyl>-(αS,γS)-γ-fluoroglutamic acid α,γ-di-tert-butyl ester (173315-22-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 68 percent / H₂SO₄ / CHCl₃ / 96 h / Ambient temperature

2: 97 percent / DCC, HOBt / dimethylformamide / 60 h / Ambient temperature

With sulfuric acid; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In chloroform; N,N-dimethyl-formamide;

DOI:10.1021/jm950515e

Reference yield: 99.0%

N-<4-<<<(benzyloxy)carbonyl>methyl>amino>benzoyl>-(αS,γS)-γ-fluoroglutamic acid α,γ-di-tert-butyl ester (173315-22-5) → N-<4-benzoyl>-(αS,γS)-γ-fluoroglutamic acid α,γ-di-tert-butyl ester (173398-30-6)

Guidance literature:

With hydrogen; palladium dihydroxide; In methanol; for 48h; under 2585.7 Torr;

DOI:10.1021/jm950515e

Reference yield:

N-<4-<<<(benzyloxy)carbonyl>methyl>amino>benzoyl>-(αS,γS)-γ-fluoroglutamic acid α,γ-di-tert-butyl ester (173315-22-5) → (2S,4S)-2-{4-[(2,4-Diamino-pteridin-6-ylmethyl)-methyl-amino]-benzoylamino}-4-fluoro-pentanedioic acid di-tert-butyl ester

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / H₂ / Pd(OH)2 / methanol / 48 h / 2585.7 Torr

2: N,N-dimethyl-acetamide / 28 h / 20 - 55 °C

With hydrogen; palladium dihydroxide; In methanol; N,N-dimethyl acetamide;

DOI:10.1021/jm950515e

upstream raw materials:

(2S,4S)-L-threo-4-fluoroglutamic acid

Downstream raw materials:

N-<4-benzoyl>-(αS,γS)-γ-fluoroglutamic acid α,γ-di-tert-butyl ester

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