3-(3-tert-butoxycarbonylamino-cyclopentyl)-3-[tert-butoxycarbonyl-(4-methoxy-benzyl)-amino]-propionic acid tert-butyl ester

Base Information

• Chemical Name: 3-(3-tert-butoxycarbonylamino-cyclopentyl)-3-[tert-butoxycarbonyl-(4-methoxy-benzyl)-amino]-propionic acid tert-butyl ester
• CAS No.: 551964-52-4
• Molecular Formula: C₃₀H₄₈N₂O₇
• Molecular Weight: 548.72
• Mol file: 551964-52-4.mol

Synonyms:3-(3-tert-butoxycarbonylamino-cyclopentyl)-3-[tert-butoxycarbonyl-(4-methoxy-benzyl)-amino]-propionic acid tert-butyl ester

Chemical Property of 3-(3-tert-butoxycarbonylamino-cyclopentyl)-3-[tert-butoxycarbonyl-(4-methoxy-benzyl)-amino]-propionic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(3-tert-butoxycarbonylamino-cyclopentyl)-3-[tert-butoxycarbonyl-(4-methoxy-benzyl)-amino]-propionic acid tert-butyl ester

There total 7 articles about 3-(3-tert-butoxycarbonylamino-cyclopentyl)-3-[tert-butoxycarbonyl-(4-methoxy-benzyl)-amino]-propionic 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: 65.0%

di-tert-butyl dicarbonate (24424-99-5) + 3-(3-tert-butoxycarbonylamino-cyclopentyl)-3-(4-methoxy-benzylamino)-propionic acid tert-butyl ester (551964-51-3) → 3-(3-tert-butoxycarbonylamino-cyclopentyl)-3-[tert-butoxycarbonyl-(4-methoxy-benzyl)-amino]-propionic acid tert-butyl ester (551964-52-4)

Guidance literature:

With ethyl acetate; palladium on activated charcoal; In ethyl acetate;

DOI:10.1016/j.bmcl.2004.04.036

Reference yield:

tert-butyl diethylphosphonoacetate (27784-76-5) → 3-(3-tert-butoxycarbonylamino-cyclopentyl)-3-[tert-butoxycarbonyl-(4-methoxy-benzyl)-amino]-propionic acid tert-butyl ester (551964-52-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 63 percent / NaH / tetrahydrofuran / 0 - 20 °C

2: 42 percent / 60 h / 110 °C

3: 65 percent / EtOAc / Pd/C / ethyl acetate

With sodium hydride; ethyl acetate; palladium on activated charcoal; In tetrahydrofuran; ethyl acetate;

DOI:10.1016/j.bmcl.2004.04.036

Reference yield:

((1R,3S)-3-formyl-cyclopentyl)-carbamic acid tert-butyl ester (551964-49-9) → 3-(3-tert-butoxycarbonylamino-cyclopentyl)-3-[tert-butoxycarbonyl-(4-methoxy-benzyl)-amino]-propionic acid tert-butyl ester (551964-52-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 63 percent / NaH / tetrahydrofuran / 0 - 20 °C

2: 42 percent / 60 h / 110 °C

3: 65 percent / EtOAc / Pd/C / ethyl acetate

With sodium hydride; ethyl acetate; palladium on activated charcoal; In tetrahydrofuran; ethyl acetate;

DOI:10.1016/j.bmcl.2004.04.036

upstream raw materials:

di-tert-butyl dicarbonate

3-(3-tert-butoxycarbonylamino-cyclopentyl)-3-(4-methoxy-benzylamino)-propionic acid tert-butyl ester

tert-butyl diethylphosphonoacetate

((1R,3S)-3-formyl-cyclopentyl)-carbamic acid tert-butyl ester