ethyl (E)-3-<1-<(benzyloxycarbonyl)amino>cyclopropyl>-2-propenoate

Base Information

• Chemical Name: ethyl (E)-3-<1-<(benzyloxycarbonyl)amino>cyclopropyl>-2-propenoate
• CAS No.: 103500-24-9
• Molecular Formula: C₁₆H₁₉NO₄
• Molecular Weight: 289.331
• Mol file: 103500-24-9.mol

Synonyms:ethyl (E)-3-<1-<(benzyloxycarbonyl)amino>cyclopropyl>-2-propenoate

Chemical Property of ethyl (E)-3-<1-<(benzyloxycarbonyl)amino>cyclopropyl>-2-propenoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl (E)-3-<1-<(benzyloxycarbonyl)amino>cyclopropyl>-2-propenoate

There total 4 articles about ethyl (E)-3-<1-<(benzyloxycarbonyl)amino>cyclopropyl>-2-propenoate 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:

benzyl chloroformate (501-53-1,94274-21-2) → ethyl (E)-3-<1-<(benzyloxycarbonyl)amino>cyclopropyl>-2-propenoate (103500-24-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 92 percent / KHCO₃ / ethyl acetate / 16 h / Ambient temperature

2: 34 percent / diisobutylaluminum hydride / toluene; hexane / 0.33 h / -78 °C

3: 1.) NaH / 1.) THF, RT, 50 min, 2.) THF, RT, 16 h

With sodium hydride; diisobutylaluminium hydride; potassium hydrogencarbonate; In hexane; ethyl acetate; toluene;

DOI:10.1021/jm00160a007

Reference yield:

ethyl 1-<(benzyloxycarbonyl)amino>cyclopropanecarboxylate (85452-41-1) → ethyl (E)-3-<1-<(benzyloxycarbonyl)amino>cyclopropyl>-2-propenoate (103500-24-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 34 percent / diisobutylaluminum hydride / toluene; hexane / 0.33 h / -78 °C

2: 1.) NaH / 1.) THF, RT, 50 min, 2.) THF, RT, 16 h

With sodium hydride; diisobutylaluminium hydride; In hexane; toluene;

DOI:10.1021/jm00160a007

Reference yield:

1-(Benzyloxycarbonylamino)cyclopropanemethanol (103500-22-7) → ethyl (E)-3-<1-<(benzyloxycarbonyl)amino>cyclopropyl>-2-propenoate (103500-24-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 81 percent / (COCl)2, DMSO

2: 1.) NaH / 1.) THF, RT, 50 min, 2.) THF, RT, 16 h

With oxalyl dichloride; sodium hydride; dimethyl sulfoxide;

DOI:10.1021/jm00160a007

upstream raw materials:

diethoxyphosphoryl-acetic acid ethyl ester

1-<(benzyloxycarbonyl)amino>cyclopropanecarboxaldehyde

benzyl chloroformate

1-(Benzyloxycarbonylamino)cyclopropanemethanol

Downstream raw materials:

(E)-3-<1-<(benzyloxycarbonyl)amino>cyclopropyl>-2-propenoic acid