2-[(tert-butoxycarbonyl)amino]-3-(5-chloro-1H-indol-3-yl)propanoic acid

Base Information

• Chemical Name: 2-[(tert-butoxycarbonyl)amino]-3-(5-chloro-1H-indol-3-yl)propanoic acid
• CAS No.: 361576-61-6
• Molecular Formula: C16H19ClN2O4
• Molecular Weight: 338.78606
• Hs Code.: 2933990090
• Mol file: 361576-61-6.mol

Synonyms:2-[(tert-butoxycarbonyl)amino]-3-(5-chloro-1H-indol-3-yl)propanoic acid;BOC-5-CHLORO-DL-TRYPTOPHAN

Chemical Property of 2-[(tert-butoxycarbonyl)amino]-3-(5-chloro-1H-indol-3-yl)propanoic acid

Chemical Property:

• PSA: 91.42000
• LogP: 3.73260
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

Boc-5-chloro-DL-tryptophan ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-[(tert-butoxycarbonyl)amino]-3-(5-chloro-1H-indol-3-yl)propanoic acid

There total 1 articles about 2-[(tert-butoxycarbonyl)amino]-3-(5-chloro-1H-indol-3-yl)propanoic acid 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: 84.0%

di-tert-butyl dicarbonate (24424-99-5) + 2-amino-3-(5-chloro-1H-indol-3-yl)propanoic acid (154-07-4) → Boc-5-Cl-Trp-OH (361576-61-6,114873-08-4,114903-31-0)

Guidance literature:

In 1,4-dioxane; for 2h; Heating;

DOI:10.1021/jm0108449

Reference yield:

α-bromoacetophenone (70-11-1) + Boc-5-Cl-Trp-OH (361576-61-6,114873-08-4,114903-31-0) → 2-tert-butoxycarbonylamino-3-(5-chloro-1H-indol-3-yl)-propionic acid 2-oxo-2-phenyl-ethyl ester

Guidance literature:

Boc-5-Cl-Trp-OH; With caesium carbonate; In ethanol; at 20 ℃; for 0.5h;

α-bromoacetophenone; In N,N-dimethyl-formamide; at 20 ℃; for 1h; Further stages.;

DOI:10.1021/jm0108449

Reference yield:

Boc-5-Cl-Trp-OH (361576-61-6,114873-08-4,114903-31-0) → tert-butyl 2-(5-chloro-1H-indol-3-yl)-1-(4-phenyl-1H-imidazol-2-yl)ethylcarbamate (361576-60-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: Cs₂CO₃ / ethanol / 0.5 h / 20 °C

1.2: dimethylformamide / 1 h / 20 °C

2.1: NH₄OAc / xylene / 0.75 h / Heating

With ammonium acetate; caesium carbonate; In ethanol; xylene;

DOI:10.1021/jm0108449

upstream raw materials:

di-tert-butyl dicarbonate

2-amino-3-(5-chloro-1H-indol-3-yl)propanoic acid

Downstream raw materials:

tert-butyl 2-(5-chloro-1H-indol-3-yl)-1-(4-phenyl-1H-imidazol-2-yl)ethylcarbamate

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