O-(2,6-dichlorobenzyl)-L-homotyrosine

Base Information

• Chemical Name: O-(2,6-dichlorobenzyl)-L-homotyrosine
• CAS No.: 141806-16-8
• Molecular Formula: C₁₇H₁₇Cl₂NO₃
• Molecular Weight: 354.233
• Mol file: 141806-16-8.mol

Synonyms:O-(2,6-dichlorobenzyl)-L-homotyrosine

Chemical Property of O-(2,6-dichlorobenzyl)-L-homotyrosine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of O-(2,6-dichlorobenzyl)-L-homotyrosine

There total 2 articles about O-(2,6-dichlorobenzyl)-L-homotyrosine 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:

N-(methylcarbamoyl)homotyrosine methyl ester (110936-12-4) → O-(2,6-dichlorobenzyl)-L-homotyrosine (141806-16-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 84 percent / HBr, AcOH / 76 h / 60 °C

2: 1.) copper(II) sulphate pentahydrate / 1.) water, 55 deg C, 2.) methanol, water, RT, 22 h

With hydrogen bromide; copper(II) sulfate; acetic acid;

DOI:10.1021/jm00093a018

Reference yield:

L-homotyrosine hydrobromide (141899-12-9,185617-14-5) + 2,6-Dichlorobenzyl bromide (20443-98-5) → O-(2,6-dichlorobenzyl)-L-homotyrosine (141806-16-8)

Guidance literature:

With copper(II) sulfate; Yield given. Multistep reaction; 1.) water, 55 deg C, 2.) methanol, water, RT, 22 h;

DOI:10.1021/jm00093a018

Reference yield: 54.0%

di-tert-butyl dicarbonate (24424-99-5) + O-(2,6-dichlorobenzyl)-L-homotyrosine (141806-16-8) → O-(2,6-dichlorobenzyl)-α-N-t-Boc-L-homotyrosine (141806-17-9)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; for 2.5h; Ambient temperature;

DOI:10.1021/jm00093a018

upstream raw materials:

L-homotyrosine hydrobromide

2,6-Dichlorobenzyl bromide

N-(methylcarbamoyl)homotyrosine methyl ester

Downstream raw materials:

O-(2,6-dichlorobenzyl)-α-N-t-Boc-L-homotyrosine

(2S,3S,4S)-3-hydroxy-4-methyl-ProOMe-Thr-O-CBZ-Homotyr-4-OH-Pro-Thr-α-N-(octyloxybenzoyl)-δ-CBZ-Orn

Thr-Homotyr-4-OH-Pro-Thr-α-N-(octyloxybenzpyl)-Orn

cyclo-(2S,3S,4S)-3-hydroxy-4-methyl-Pro-Thr-Homotyr-4-OH-Pro-Thr-α-N-(octyloxybenzoyl)-Orn

Refernces