D-3-hydroxyphenylglycine ethyl ester

Base Information

• Chemical Name: D-3-hydroxyphenylglycine ethyl ester
• CAS No.: 139377-38-1
• Molecular Formula: C₁₀H₁₃NO₃
• Molecular Weight: 195.218
• Mol file: 139377-38-1.mol

Synonyms:D-3-hydroxyphenylglycine ethyl ester

Chemical Property of D-3-hydroxyphenylglycine ethyl ester

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of D-3-hydroxyphenylglycine ethyl ester

There total 1 articles about D-3-hydroxyphenylglycine ethyl 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: 59.1%

ethanol (64-17-5) + (R)-3-hydroxyphenylglycine (25698-27-5) → D-3-hydroxyphenylglycine ethyl ester (139377-38-1,536754-45-7)

Guidance literature:

With toluene-4-sulfonic acid; for 16h; Heating;

DOI:10.1021/jo00032a028

Reference yield: 89.8%

N-(Benzyloxycarbonyl)glycine (1138-80-3) + D-3-hydroxyphenylglycine ethyl ester (139377-38-1,536754-45-7) → D-(-)-2-acetyl>amino>-2-(3-hydroxyphenyl)acetic acid ethyl ester (139377-41-6)

Guidance literature:

With dicyclohexyl-carbodiimide; In dichloromethane; for 16h; Ambient temperature;

DOI:10.1021/jo00032a028

Reference yield:

D-3-hydroxyphenylglycine ethyl ester (139377-38-1,536754-45-7) → D-N-<(1,1-dimethylethoxy)carbonyl>-O--2-oxo-2-ethoxyethyl>phenyl>tyrosine (139377-44-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 89.8 percent / DCC / CH₂Cl₂ / 16 h / Ambient temperature

3: 75.4 percent / Zn, NaI / tetrahydrofuran; H₂O / Heating

4: 1,3-cyclohexadiene / 10percent Pd/C / ethanol / Heating

With cyclohexa-1,3-diene; dicyclohexyl-carbodiimide; sodium iodide; zinc; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; water;

DOI:10.1021/jo00032a028

upstream raw materials:

ethanol

(R)-3-hydroxyphenylglycine

Downstream raw materials:

D-(-)-2-acetyl>amino>-2-(3-hydroxyphenyl)acetic acid ethyl ester

D-N-<(1,1-dimethylethoxy)carbonyl>-O--2-oxo-2-ethoxyethyl>phenyl>tyrosine

D-N-<(1,1-dimethylethoxy)carbonyl>-O-acetyl>amino>-2-oxo-2-ethoxyethyl>phenyl>tyrosine

D-(-)-N-<(1,1-dimethylethoxy)carbonyl>-4-<3-<1-acetyl>amino>-2-oxo-2-ethoxyethyl>phenoxy>phenylalanine methyl ester