(2S)-benzyl 2-({[(9H-fluoren-9-yl)methyloxy]carbonyl}amino)-6-formamidohexanoate

Base Information

• Chemical Name: (2S)-benzyl 2-({[(9H-fluoren-9-yl)methyloxy]carbonyl}amino)-6-formamidohexanoate
• CAS No.: 1378235-07-4
• Molecular Formula: C₂₉H₃₀N₂O₅
• Molecular Weight: 486.568

Synonyms:(2S)-benzyl 2-({[(9H-fluoren-9-yl)methyloxy]carbonyl}amino)-6-formamidohexanoate

Chemical Property of (2S)-benzyl 2-({[(9H-fluoren-9-yl)methyloxy]carbonyl}amino)-6-formamidohexanoate

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Technology Process of (2S)-benzyl 2-({[(9H-fluoren-9-yl)methyloxy]carbonyl}amino)-6-formamidohexanoate

There total 2 articles about (2S)-benzyl 2-({[(9H-fluoren-9-yl)methyloxy]carbonyl}amino)-6-formamidohexanoate 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: 60.0%

benzyl bromide (100-39-0) + (2S)-({[(9H-fluoren-9-yl)methyloxy]carbonyl}amino)-6-formamidohexanoic acid (201004-23-1) → (2S)-benzyl 2-({[(9H-fluoren-9-yl)methyloxy]carbonyl}amino)-6-formamidohexanoate (1378235-07-4)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 25 ℃; Inert atmosphere;

DOI:10.1021/np200972s

Reference yield:

Fmoc-Lys-OH (105047-45-8) → (2S)-benzyl 2-({[(9H-fluoren-9-yl)methyloxy]carbonyl}amino)-6-formamidohexanoate (1378235-07-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: acetic anhydride / 2 h / 0 - 60 °C / Inert atmosphere

1.2: 3 h / 0 - 25 °C / Inert atmosphere

2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 25 °C / Inert atmosphere

With acetic anhydride; N-ethyl-N,N-diisopropylamine; In dichloromethane;

DOI:10.1021/np200972s

Reference yield: 50.0%

(2S)-benzyl 2-({[(9H-fluoren-9-yl)methyloxy]carbonyl}amino)-6-formamidohexanoate (1378235-07-4) → (2S)-benzyl 2-amino-6-formamidohexanoate (1378235-09-6)

Guidance literature:

With piperidine; In N,N-dimethyl-formamide; at 25 ℃; for 1h; Inert atmosphere;

DOI:10.1021/np200972s

upstream raw materials:

Fmoc-Lys-OH

benzyl bromide

(2S)-({[(9H-fluoren-9-yl)methyloxy]carbonyl}amino)-6-formamidohexanoic acid

Downstream raw materials:

(2S)-benzyl 6-formamido-2-[(4S)-2-(2-hydroxyphenyl)-Δ²-1,3-oxazoline-4-carboxamido]hexanoate

(2S)-benzyl 6-formamido-2-[(4R)-2-(2-hydroxyphenyl)-Δ²-1,3-oxazoline-4-carboxamido]hexanoate

(2S)-6-formamido-2-[(4S)-2-(2-hydroxyphenyl)-Δ²-1,3-oxazoline-4-carboxamido]hexanoic acid

(2S)-6-formamido-2-[(4R)-2-(2-hydroxyphenyl)-Δ²-1,3-oxazoline-4-carboxamido]hexanoic acid

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