4-{4-[2-(2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-2-methoxycarbonyl-ethyl]-phenoxy}-butyric acid tert-butyl ester

Base Information

• Chemical Name: 4-{4-[2-(2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-2-methoxycarbonyl-ethyl]-phenoxy}-butyric acid tert-butyl ester
• CAS No.: 437753-99-6
• Molecular Formula: C₂₈H₄₄N₂O₈
• Molecular Weight: 536.666
• Mol file: 437753-99-6.mol

Synonyms:4-{4-[2-(2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-2-methoxycarbonyl-ethyl]-phenoxy}-butyric acid tert-butyl ester

Chemical Property of 4-{4-[2-(2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-2-methoxycarbonyl-ethyl]-phenoxy}-butyric acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-{4-[2-(2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-2-methoxycarbonyl-ethyl]-phenoxy}-butyric acid tert-butyl ester

There total 2 articles about 4-{4-[2-(2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-2-methoxycarbonyl-ethyl]-phenoxy}-butyric acid tert-butyl 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:

t-Boc-L-valine (13734-41-3) → 4-{4-[2-(2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-2-methoxycarbonyl-ethyl]-phenoxy}-butyric acid tert-butyl ester (437753-99-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / HOBt; DCC / CH₂Cl₂ / 4 h / 20 °C

2: 90 percent / NaI; K₂CO₃ / dimethylformamide / 24 h / 40 °C

With potassium carbonate; benzotriazol-1-ol; dicyclohexyl-carbodiimide; sodium iodide; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ja0256461

Reference yield:

L-Tyr-OMe (1080-06-4) → 4-{4-[2-(2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-2-methoxycarbonyl-ethyl]-phenoxy}-butyric acid tert-butyl ester (437753-99-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / HOBt; DCC / CH₂Cl₂ / 4 h / 20 °C

2: 90 percent / NaI; K₂CO₃ / dimethylformamide / 24 h / 40 °C

With potassium carbonate; benzotriazol-1-ol; dicyclohexyl-carbodiimide; sodium iodide; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ja0256461

Reference yield: 92.0%

4-{4-[2-(2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-2-methoxycarbonyl-ethyl]-phenoxy}-butyric acid tert-butyl ester (437753-99-6) → 4-{4-[2-(2-amino-3-methyl-butyrylamino)-2-methoxycarbonyl-ethyl]-phenoxy}-butyric acid (437754-00-2)

Guidance literature:

With trifluoroacetic acid; for 0.25h;

DOI:10.1021/ja0256461

upstream raw materials:

t-Boc-L-valine

L-Tyr-OMe

Downstream raw materials:

4-{4-[2-(2-amino-3-methyl-butyrylamino)-2-methoxycarbonyl-ethyl]-phenoxy}-butyric acid