N,O⁴-dimethyl-L-DOPA methyl ester

Base Information

• Chemical Name: N,O⁴-dimethyl-L-DOPA methyl ester
• CAS No.: 135226-85-6
• Molecular Formula: C₁₂H₁₇NO₄
• Molecular Weight: 239.271
• Mol file: 135226-85-6.mol

Synonyms:N,O⁴-dimethyl-L-DOPA methyl ester

Chemical Property of N,O⁴-dimethyl-L-DOPA methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N,O⁴-dimethyl-L-DOPA methyl ester

There total 4 articles about N,O⁴-dimethyl-L-DOPA 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%

3-hydroxy-N,O-dimethyl-N-<(phenylmethoxy)carbonyl>-L-tyrosine methyl ester (135226-84-5) → N,O4-dimethyl-L-DOPA methyl ester (135226-85-6)

Guidance literature:

With palladium on activated charcoal; hydrogen; In methanol;

DOI:10.14233/ajchem.2013.14893

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

Reference yield:

(S)-3-(3-Acetoxy-4-methoxy-phenyl)-2-(benzyloxycarbonyl-methyl-amino)-propionic acid methyl ester (135226-83-4) → N,O4-dimethyl-L-DOPA methyl ester (135226-85-6)

Guidance literature:

Multi-step reaction with 2 steps

1: HCl / methanol / 3 h / 25 °C

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

With hydrogenchloride; hydrogen; palladium on activated charcoal; In methanol;

DOI:10.1021/ja00062a004

upstream raw materials:

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

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

Downstream raw materials:

(S)-2-{[(S)-2-(Benzyloxycarbonyl-methyl-amino)-3-(4-iodo-phenyl)-propionyl]-methyl-amino}-3-(3-hydroxy-4-methoxy-phenyl)-propionic acid methyl ester

3-hydroxy-N,O⁴-dimethyl-N-<3(S)-<(tert-butyldimethylsilyl)oxy>-N-<(tert-butyloxy)carbonyl>-N-methyl-4'-iodo-L-phenylalanyl>-L-tyrosine methyl ester

3-hydroxy-N,O-dimethyl-N-<<(tert-butyloxy)carbonyl>-L-4'-iodophenylalanyl>-L-tyrosine methyl ester

C₄₄H₅₆N₆O₁₂