N-(benzyloxycarbonyl)-3-(methoxymethyl)-(S)-tyrosine methyl ester

Base Information

• Chemical Name: N-(benzyloxycarbonyl)-3-(methoxymethyl)-(S)-tyrosine methyl ester
• CAS No.: 914955-44-5
• Molecular Formula: C₂₀H₂₃NO₆
• Molecular Weight: 373.406
• Mol file: 914955-44-5.mol

Synonyms:N-(benzyloxycarbonyl)-3-(methoxymethyl)-(S)-tyrosine methyl ester

Chemical Property of N-(benzyloxycarbonyl)-3-(methoxymethyl)-(S)-tyrosine methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(benzyloxycarbonyl)-3-(methoxymethyl)-(S)-tyrosine methyl ester

There total 2 articles about N-(benzyloxycarbonyl)-3-(methoxymethyl)-(S)-tyrosine methyl ester 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: 100.0%

methanol (67-56-1) + (S)-N-benzyloxycarbonyl-4-hydroxy-3-hydroxymethylphenylalanine (52186-44-4) → N-(benzyloxycarbonyl)-3-(methoxymethyl)-(S)-tyrosine methyl ester (914955-44-5)

Guidance literature:

With toluene-4-sulfonic acid; at 110 ℃; for 0.5h; microwave irradiation;

DOI:10.1021/jo0610863

Reference yield:

Z-L-Tyr-OH (1164-16-5) → N-(benzyloxycarbonyl)-3-(methoxymethyl)-(S)-tyrosine methyl ester (914955-44-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / borax; sodium hydroxide / H₂O / 120 h / 40 °C

2: 100 percent / PTSA / 0.5 h / 110 °C / microwave irradiation

With borax; sodium hydroxide; toluene-4-sulfonic acid; In water;

DOI:10.1021/jo0610863

Reference yield: 78.0%

N-(benzyloxycarbonyl)-3-(methoxymethyl)-(S)-tyrosine methyl ester (914955-44-5) → N-(benzyloxycarbonyl)-3-bromo-5-(methoxymethyl)-(S)-tyrosine methyl ester (914955-45-6)

Guidance literature:

With N-Bromosuccinimide; In acetonitrile; at 20 ℃; for 15h;

DOI:10.1021/jo0610863

upstream raw materials:

methanol

(S)-N-benzyloxycarbonyl-4-hydroxy-3-hydroxymethylphenylalanine

Z-L-Tyr-OH

Downstream raw materials:

N-(benzyloxycarbonyl)-3-bromo-5-(methoxymethyl)-(S)-tyrosine methyl ester

N-(benzyloxycarbonyl)-3-iodo-5-(methoxymethyl)-(S)-tyrosine methyl ester