N-<(Phenylmethoxy)carbonyl>-O-(phenylmethyl)-3-(4-carboxyphenoxy)-L-tyrosine methyl ester

Base Information

• Chemical Name: N-<(Phenylmethoxy)carbonyl>-O-(phenylmethyl)-3-(4-carboxyphenoxy)-L-tyrosine methyl ester
• CAS No.: 120363-15-7
• Molecular Formula: C₃₂H₂₉NO₈
• Molecular Weight: 555.584
• Mol file: 120363-15-7.mol

Synonyms:N-<(Phenylmethoxy)carbonyl>-O-(phenylmethyl)-3-(4-carboxyphenoxy)-L-tyrosine methyl ester

Chemical Property of N-<(Phenylmethoxy)carbonyl>-O-(phenylmethyl)-3-(4-carboxyphenoxy)-L-tyrosine methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-<(Phenylmethoxy)carbonyl>-O-(phenylmethyl)-3-(4-carboxyphenoxy)-L-tyrosine methyl ester

There total 9 articles about N-<(Phenylmethoxy)carbonyl>-O-(phenylmethyl)-3-(4-carboxyphenoxy)-L-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: 95.0%

4-[2-Benzyloxy-5-((S)-2-benzyloxycarbonylamino-2-methoxycarbonyl-ethyl)-phenoxy]-benzoic acid tert-butyl ester (120363-14-6) → 4-[2-Benzyloxy-5-((S)-2-benzyloxycarbonylamino-2-methoxycarbonyl-ethyl)-phenoxy]-benzoic acid (120363-15-7)

Guidance literature:

With hydrogenchloride; In ethyl acetate; at 25 ℃; for 1.5h;

DOI:10.1021/jo00272a003

Reference yield: 51.0%

sodium 4-iodo-benzoate (1005-30-7) + N-[(phenylmethoxy)carbonyl]-3-hydroxy-O-(phenylmethyl)-L-tyrosine methyl ester (105229-41-2) → 4-[2-Benzyloxy-5-((S)-2-benzyloxycarbonylamino-2-methoxycarbonyl-ethyl)-phenoxy]-benzoic acid (120363-15-7)

Guidance literature:

With copper(I) bromide dimethylsulfide complex; In nitrobenzene; at 130 ℃; for 8h;

DOI:10.1016/S0040-4039(01)93447-1

Reference yield:

tert-butyl 4-iodobenzoate (120363-13-5) → N-<(Phenylmethoxy)carbonyl>-O-(phenylmethyl)-3-(4-carboxyphenoxy)-L-tyrosine methyl ester (120363-15-7)

Guidance literature:

Multi-step reaction with 2 steps

1: NaH, CuBrSMe₂ / nitrobenzene / 8 h / 130 °C

2: 95 percent / 3M HCl / ethyl acetate / 1.5 h / 25 °C

With hydrogenchloride; copper(I) bromide dimethylsulfide complex; sodium hydride; In ethyl acetate; nitrobenzene;

DOI:10.1016/S0040-4039(01)93709-8

upstream raw materials:

sodium 4-iodo-benzoate

2-Benzyloxycarbonylamino-3-(4-benzyloxy-3-hydroxy-phenyl)-propionic acid methyl ester

tert-butyl 4-iodobenzoate

N-[(phenylmethoxy)carbonyl]-3-hydroxy-O-(phenylmethyl)-L-tyrosine methyl ester

Downstream raw materials:

N-<(Phenylmethoxy)carbonyl>-O-(phenylmethyl)-3-<4-(hydroxymethyl)phenoxy>-L-tyrosine methyl ester

2-Benzyloxycarbonylamino-3-[4-benzyloxy-3-(4-hydroxymethyl-phenoxy)-phenyl]-propionic acid methyl ester

(S,S)-isodityrosine bis hydrochloride

(S)-O-<5-<2-<<(Phenylmethoxy)carbonyl>amino>-2-(methoxycarbonyl)ethyl>-2-(phenylmethoxy)phenyl>-L-tyrosine