2-bromotryptophan

Base Information

• Chemical Name: 2-bromotryptophan
• CAS No.: 89311-52-4
• Molecular Formula: C11H11BrN2O2
• Molecular Weight: 283.1212
• Mol file: 89311-52-4.mol

Synonyms:

Chemical Property of 2-bromotryptophan

Chemical Property:

• Vapor Pressure: 1.19E-10mmHg at 25°C
• Boiling Point: 495.8°Cat760mmHg
• Flash Point: 253.7°C
• Density: 1.704g/cm³

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-bromotryptophan

There total 8 articles about 2-bromotryptophan 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: 72.0%

α-N-(trifluoroacetyl)-2-bromo-L-tryptophan (89311-50-2) → 2-bromo-L-tryptophan (89311-52-4)

Guidance literature:

With triethylamine; carboxypeptidase A; In water; for 0.5h; Ambient temperature;

DOI:10.1021/ja00268a049

Reference yield: 70.0%

3-(2-Bromo-1H-indol-3-yl)-2-(2,2,2-trifluoro-acetylamino)-propionic acid (89311-50-2) → 2-Amino-3-(2-bromo-1H-indol-3-yl)-propionic acid (89311-52-4)

Guidance literature:

Carboxypeptidase A;

DOI:10.1016/S0040-4039(00)94139-X

Reference yield:

methyl (2S)-3-(1H-indol-3-yl)-2-(trifluoroacetamido)propanoate (1604-49-5) → 2-bromo-L-tryptophan (89311-52-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 83 percent / benzoyl peroxide, N-bromosuccinimide / CCl₄ / 2 h / Heating

2: 94 percent / α-chymotrypsin, 1M NaHCO3 / dioxane; H2O / 3 h / Ambient temperature

3: 72 percent / Et₃N, carboxypeptidase A / H₂O / 0.5 h / Ambient temperature

With N-Bromosuccinimide; sodium hydrogencarbonate; triethylamine; α-chymotrypsin; carboxypeptidase A; dibenzoyl peroxide; In 1,4-dioxane; tetrachloromethane; water;

DOI:10.1021/ja00268a049

upstream raw materials:

3-(2-Bromo-1H-indol-3-yl)-2-(2,2,2-trifluoro-acetylamino)-propionic acid

3-(1H-Indol-3-yl)-2-(2,2,2-trifluoro-acetylamino)-propionic acid methyl ester

3-(2-Bromo-1H-indol-3-yl)-2-(2,2,2-trifluoro-acetylamino)-propionic acid methyl ester

α-N-(trifluoroacetyl)-2-bromo-L-tryptophan

Downstream raw materials:

3-methylindole-2-carboxylic acid

C₁₅H₁₂N₂O₃S

2-Amino-3-(2-oxo-2,3-dihydro-1H-indol-3-yl)-propionic acid