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

Base Information

• Chemical Name: 3-acetyl-N,O-dimethyl-N-<(phenylmethoxy)carbonyl>-L-tyrosine methyl ester
• CAS No.: 135226-82-3
• Molecular Formula: C₂₂H₂₅NO₆
• Molecular Weight: 399.444
• Mol file: 135226-82-3.mol

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

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

There total 1 articles about 3-acetyl-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: 89.0%

L-3-(3-acetyl-4-hydroxyphenyl)-N-(benzyloxycarbonyl)alanine methyl ester (110774-03-3) + methyl iodide (74-88-4) → 3-acetyl-N,O-dimethyl-N-<(phenylmethoxy)carbonyl>-L-tyrosine methyl ester (135226-82-3)

Guidance literature:

In tetrahydrofuran; N,N-dimethyl-formamide; at 85 ℃; for 6h;

DOI:10.1021/ja00004a062

Reference yield:

3-acetyl-N,O-dimethyl-N-<(phenylmethoxy)carbonyl>-L-tyrosine methyl ester (135226-82-3) → (S)-3-(3-Acetoxy-4-methoxy-phenyl)-2-(benzyloxycarbonyl-methyl-amino)-propionic acid methyl ester (135226-83-4)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 40 ℃; for 24h;

DOI:10.1021/ja00004a062

Reference yield:

3-acetyl-N,O-dimethyl-N-<(phenylmethoxy)carbonyl>-L-tyrosine methyl ester (135226-82-3) → N,O4-dimethyl-L-DOPA methyl ester (135226-85-6)

Guidance literature:

Multi-step reaction with 3 steps

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

2: HCl / methanol / 3 h / 25 °C

3: H₂ / 10percent Pd/C / methanol / 6 h / 25 °C

With hydrogenchloride; hydrogen; 3-chloro-benzenecarboperoxoic acid; palladium on activated charcoal; In methanol; dichloromethane;

DOI:10.1021/ja00062a004

upstream raw materials:

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

methyl iodide

Downstream raw materials:

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

N,O⁴-dimethyl-L-DOPA methyl ester

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