3-(4-Hydroxybenzyl)-L-histidine dihydrobromide

Base Information

• Chemical Name: 3-(4-Hydroxybenzyl)-L-histidine dihydrobromide
• CAS No.: 111102-70-6
• Molecular Formula: 2BrH*C₁₃H₁₅N₃O₃
• Molecular Weight: 423.104
• Mol file: 111102-70-6.mol

Synonyms:3-(4-Hydroxybenzyl)-L-histidine dihydrobromide

Chemical Property of 3-(4-Hydroxybenzyl)-L-histidine dihydrobromide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(4-Hydroxybenzyl)-L-histidine dihydrobromide

There total 3 articles about 3-(4-Hydroxybenzyl)-L-histidine dihydrobromide 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: 73.0%

N-(t-Butoxycarbonyl)-3-(4-methoxybenzyl)-L-histidine methyl ester (111102-62-6) → 3-(4-Hydroxybenzyl)-L-histidine dihydrobromide (111102-70-6)

Guidance literature:

With hydrogen bromide; In methanol; for 1h; Heating;

DOI:10.1055/s-1987-27828

Reference yield:

histidine methyl ester hydrochloride (4467-54-3,5619-10-3,7389-87-9,18684-16-7,22888-60-4,32381-17-2,92742-29-5,100009-20-9) → 3-(4-Hydroxybenzyl)-L-histidine dihydrobromide (111102-70-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 93 percent / triethylamine / methanol / 48 h / Ambient temperature

2: 1.) methanesulfonic anhydride, diisopropylethylamine / 1.) CH₂Cl₂, -50 deg C -> 0 deg C, 30 min, 2.) CH₂Cl₂, room temp., 22 h

3: 73 percent / 47percent aq. HBr / methanol / 1 h / Heating

With hydrogen bromide; triethylamine; N-ethyl-N,N-diisopropylamine; Methanesulfonic anhydride; In methanol;

DOI:10.1055/s-1987-27828

Reference yield:

4-(2-tert-butoxycarbonylamino-2-methoxycarbonyl-ethyl)-1H-imidazole-1-carboxylic acid tert-butyl ester (20898-43-5,133467-03-5,165062-56-6) → 3-(4-Hydroxybenzyl)-L-histidine dihydrobromide (111102-70-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) methanesulfonic anhydride, diisopropylethylamine / 1.) CH₂Cl₂, -50 deg C -> 0 deg C, 30 min, 2.) CH₂Cl₂, room temp., 22 h

2: 73 percent / 47percent aq. HBr / methanol / 1 h / Heating

With hydrogen bromide; N-ethyl-N,N-diisopropylamine; Methanesulfonic anhydride; In methanol;

DOI:10.1055/s-1987-27828

upstream raw materials:

N-(t-Butoxycarbonyl)-3-(4-methoxybenzyl)-L-histidine methyl ester

histidine methyl ester hydrochloride

4-(2-tert-butoxycarbonylamino-2-methoxycarbonyl-ethyl)-1H-imidazole-1-carboxylic acid tert-butyl ester