3-hydroxy-N,O-dimethyl-N-<(phenylmethoxy)carbonyl>-L-tyrosine methyl ester

Base Information

• Chemical Name: 3-hydroxy-N,O-dimethyl-N-<(phenylmethoxy)carbonyl>-L-tyrosine methyl ester
• CAS No.: 135226-84-5
• Molecular Formula: C₂₀H₂₃NO₆
• Molecular Weight: 373.406
• Mol file: 135226-84-5.mol

Synonyms:3-hydroxy-N,O-dimethyl-N-<(phenylmethoxy)carbonyl>-L-tyrosine methyl ester

Chemical Property of 3-hydroxy-N,O-dimethyl-N-<(phenylmethoxy)carbonyl>-L-tyrosine methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-hydroxy-N,O-dimethyl-N-<(phenylmethoxy)carbonyl>-L-tyrosine methyl ester

There total 3 articles about 3-hydroxy-N,O-dimethyl-N-<(phenylmethoxy)carbonyl>-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: 91.0%

(S)-3-(3-Acetoxy-4-methoxy-phenyl)-2-(benzyloxycarbonyl-methyl-amino)-propionic acid methyl ester (135226-83-4) → 3-hydroxy-N,O-dimethyl-N-<(phenylmethoxy)carbonyl>-L-tyrosine methyl ester (135226-84-5)

Guidance literature:

With hydrogenchloride; In methanol; at 25 ℃; for 3h;

DOI:10.1021/ja00004a062

Reference yield:

3-acetyl-N,O-dimethyl-N-<(phenylmethoxy)carbonyl>-L-tyrosine methyl ester (135226-82-3) → 3-hydroxy-N,O-dimethyl-N-<(phenylmethoxy)carbonyl>-L-tyrosine methyl ester (135226-84-5)

Guidance literature:

Multi-step reaction with 2 steps

1: m-chloroperbenzoic acid (mCPBA) / CH₂Cl₂ / 24 h / 40 °C

2: HCl / methanol / 3 h / 25 °C

With hydrogenchloride; 3-chloro-benzenecarboperoxoic acid; In methanol; dichloromethane;

DOI:10.1021/ja00062a004

Reference yield:

L-3-(3-acetyl-4-hydroxyphenyl)-N-(benzyloxycarbonyl)alanine methyl ester (110774-03-3) → 3-hydroxy-N,O-dimethyl-N-<(phenylmethoxy)carbonyl>-L-tyrosine methyl ester (135226-84-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 89 percent / NaH / tetrahydrofuran; dimethylformamide / 6 h / Heating

2: m-chloroperbenzoic acid (mCPBA) / CH₂Cl₂ / 24 h / 40 °C

3: HCl / methanol / 3 h / 25 °C

With hydrogenchloride; sodium hydride; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ja00062a004

upstream raw materials:

(S)-3-(3-Acetoxy-4-methoxy-phenyl)-2-(benzyloxycarbonyl-methyl-amino)-propionic acid methyl ester

L-3-(3-acetyl-4-hydroxyphenyl)-N-(benzyloxycarbonyl)alanine methyl ester

3-acetyl-N,O-dimethyl-N-<(phenylmethoxy)carbonyl>-L-tyrosine methyl ester

Downstream raw materials:

N,O⁴-dimethyl-L-DOPA methyl ester

methyl 4-methoxy-12-amino>-N¹⁰-methyl-11-oxo-2-azatricyclo<12.2.2.1^3,7>nonadeca-3,5,7(19),14,16,17-hexaene-9-carboxylate

deoxybouvadin

RA-VII