(R)-tert-butoxycarbonylamino-[4-methoxy-phenyl]-acetic acid

Base Information

• Chemical Name: (R)-tert-butoxycarbonylamino-[4-methoxy-phenyl]-acetic acid
• CAS No.: 156407-78-2
• Molecular Formula: C₁₄H₁₉NO₅
• Molecular Weight: 281.309
• Mol file: 156407-78-2.mol

Synonyms:(R)-tert-butoxycarbonylamino-[4-methoxy-phenyl]-acetic acid

Chemical Property of (R)-tert-butoxycarbonylamino-[4-methoxy-phenyl]-acetic acid

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Boc-(R)-2-Amino-2-(4-methoxyphenyl)acetic acid 95+% ee ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-tert-butoxycarbonylamino-[4-methoxy-phenyl]-acetic acid

There total 7 articles about (R)-tert-butoxycarbonylamino-[4-methoxy-phenyl]-acetic acid 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:

methyl (R)-2-((tert-butoxycarbonyl)amino)-2-(4-methoxyphenyl)acetate (193073-85-7) → (R)-tert-butoxycarbonylamino-[4-methoxy-phenyl]-acetic acid (156407-78-2,78306-98-6)

Guidance literature:

With lithium hydroxide; water; In tetrahydrofuran; at 0 ℃; for 0.5h;

DOI:10.1002/(SICI)1521-3765(19990903)5:9<2602::AID-CHEM2602>3.0.CO;2-X

Reference yield:

D-4-hydroxyphenylglycine (22818-40-2) → (R)-tert-butoxycarbonylamino-[4-methoxy-phenyl]-acetic acid (156407-78-2,78306-98-6)

Guidance literature:

Multi-step reaction with 4 steps

1: TMSCl / 15 h / 25 °C

2: K₂CO₃ / dioxane; H₂O / 4 h / 25 °C

3: 93 percent / K₂CO₃ / dimethylformamide / 6 h / 25 °C

4: LiOH; H₂O / tetrahydrofuran / 0.5 h / 0 °C

With lithium hydroxide; chloro-trimethyl-silane; water; potassium carbonate; In tetrahydrofuran; 1,4-dioxane; water; N,N-dimethyl-formamide; 1: Esterification / 2: Acylation / 3: Etherification / 4: Hydrolysis;

DOI:10.1002/(SICI)1521-3765(19990903)5:9<2602::AID-CHEM2602>3.0.CO;2-X

Reference yield:

D-2-p-hydroxyphenylglycine methyl ester (37763-23-8) → (R)-tert-butoxycarbonylamino-[4-methoxy-phenyl]-acetic acid (156407-78-2,78306-98-6)

Guidance literature:

Multi-step reaction with 3 steps

1: K₂CO₃ / dioxane; H₂O / 4 h / 25 °C

2: 93 percent / K₂CO₃ / dimethylformamide / 6 h / 25 °C

3: LiOH; H₂O / tetrahydrofuran / 0.5 h / 0 °C

With lithium hydroxide; water; potassium carbonate; In tetrahydrofuran; 1,4-dioxane; water; N,N-dimethyl-formamide; 1: Acylation / 2: Etherification / 3: Hydrolysis;

DOI:10.1002/(SICI)1521-3765(19990903)5:9<2602::AID-CHEM2602>3.0.CO;2-X

upstream raw materials:

methyl (R)-2-((tert-butoxycarbonyl)amino)-2-(4-methoxyphenyl)acetate

D-4-hydroxyphenylglycine

D-2-p-hydroxyphenylglycine methyl ester

(R)-methyl 2-((tert-butoxycarbonyl)amino)-2-(4-hydroxyphenyl)acetate

Downstream raw materials:

2-[2-tert-butoxycarbonylamino-2-(4-methoxy-phenyl)-acetylamino]-3-(tert-butyl-dimethyl-silanyloxy)-3-(4-hydroxy-phenyl)-propionic acid ethyl ester

3-[4-benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-3-chloro-phenyl]-2-[2-tert-butoxycarbonylamino-2-(4-methoxy-phenyl)-acetylamino]-3-hydroxy-propionic acid ethyl ester

(2S,3R)-2-[(R)-2-Amino-2-(4-methoxy-phenyl)-acetylamino]-3-(tert-butyl-dimethyl-silanyloxy)-3-(3-chloro-4-hydroxy-phenyl)-propionic acid ethyl ester

2-[2-tert-butoxycarbonylamino-2-(4-methoxy-phenyl)-acetylamino]-3-(tert-butyl-dimethyl-silanyloxy)-3-(3-chloro-4-hydroxy-phenyl)-propionic acid ethyl ester