tert-butyl (S)-3-(2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-hydroxypropyl)-1H-indole-1-carboxylate

Base Information

• Chemical Name: tert-butyl (S)-3-(2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-hydroxypropyl)-1H-indole-1-carboxylate
• CAS No.: 851707-51-2
• Molecular Formula: C₃₁H₃₂N₂O₅
• Molecular Weight: 512.605

Synonyms:tert-butyl (S)-3-(2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-hydroxypropyl)-1H-indole-1-carboxylate

Chemical Property of tert-butyl (S)-3-(2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-hydroxypropyl)-1H-indole-1-carboxylate

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

FMOC-TRP(BOC)-OL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

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Technology Process of tert-butyl (S)-3-(2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-hydroxypropyl)-1H-indole-1-carboxylate

There total 5 articles about tert-butyl (S)-3-(2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-hydroxypropyl)-1H-indole-1-carboxylate 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: 80.0%

3-[(S)-2-carboxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)ethyl]indole-1-carboxylic acid tert-butyl ester (143824-78-6,163619-04-3) → tert-butyl (S)-3-(2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-hydroxypropyl)-1H-indole-1-carboxylate (851707-51-2)

Guidance literature:

3-[(S)-2-carboxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)ethyl]indole-1-carboxylic acid tert-butyl ester; With 1,1'-carbonyldiimidazole; In tetrahydrofuran; at 20 ℃; for 0.166667h;

With sodium tetrahydroborate; In tetrahydrofuran; water; at 0 ℃;

DOI:10.1021/jacs.9b12818

Reference yield:

[2-(1H-indol-3-yl)-1-trimethylsilanyloxymethyl-ethyl]-carbamic acid 9H-fluoren-9-ylmethyl ester → tert-butyl (S)-3-(2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-hydroxypropyl)-1H-indole-1-carboxylate (851707-51-2)

Guidance literature:

Multi-step reaction with 2 steps

1: DMAP / acetonitrile

2: aq. HCl

With hydrogenchloride; dmap; In acetonitrile;

DOI:10.1021/ja057012a

Reference yield:

Fmoc-tryptophanol (153815-60-2) → tert-butyl (S)-3-(2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-hydroxypropyl)-1H-indole-1-carboxylate (851707-51-2)

Guidance literature:

Multi-step reaction with 3 steps

1: Me₂NEt / 20 °C

2: DMAP / acetonitrile

3: aq. HCl

With hydrogenchloride; dmap; N,N-dimethyl-ethanamine; In acetonitrile;

DOI:10.1021/ja057012a

upstream raw materials:

Fmoc-tryptophanol

3-[(S)-2-carboxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)ethyl]indole-1-carboxylic acid tert-butyl ester

Downstream raw materials:

C₄₀H₆₁N₃O₅SSi

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