Ethyl 1-(((benzyloxy)carbonyl)amino)cyclopropanecarboxylate

Base Information

• Chemical Name: Ethyl 1-(((benzyloxy)carbonyl)amino)cyclopropanecarboxylate
• CAS No.: 85452-41-1
• Molecular Formula: C14H17NO4
• Molecular Weight: 263.293
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID80520993
• Wikidata: Q82385198
• Mol file: 85452-41-1.mol

Synonyms:ETHYL 1-(((BENZYLOXY)CARBONYL)AMINO)CYCLOPROPANECARBOXYLATE;85452-41-1;ethyl 1-(phenylmethoxycarbonylamino)cyclopropane-1-carboxylate;Ethyl 1-{[(benzyloxy)carbonyl]amino}cyclopropane-1-carboxylate;SCHEMBL2913795;DTXSID80520993;AJUPMRQSAXINLZ-UHFFFAOYSA-N;ethyl 1-(benzyloxycarbonylamino)cyclopropanecarboxylate;ETHYL1-(((BENZYLOXY)CARBONYL)AMINO)CYCLOPROPANECARBOXYLATE

Chemical Property of Ethyl 1-(((benzyloxy)carbonyl)amino)cyclopropanecarboxylate

Chemical Property:

• PSA: 68.12000
• LogP: 2.21290
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 263.11575802
• Heavy Atom Count: 19
• Complexity: 332

Purity/Quality:

Ethyl1-(((benzyloxy)carbonyl)amino)cyclopropanecarboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1(CC1)NC(=O)OCC2=CC=CC=C2

Technology Process of Ethyl 1-(((benzyloxy)carbonyl)amino)cyclopropanecarboxylate

There total 6 articles about Ethyl 1-(((benzyloxy)carbonyl)amino)cyclopropanecarboxylate 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: 94.0%

ethyl 1-aminocyclopropanecarboxylate hydrochloride (42303-42-4) + benzyl chloroformate (501-53-1,94274-21-2) → ethyl 1-<(benzyloxycarbonyl)amino>cyclopropanecarboxylate (85452-41-1)

Guidance literature:

With sodium carbonate; In 1,4-dioxane; water; at 0 - 20 ℃; for 9h;

DOI:10.1021/acs.joc.0c02640

Reference yield:

1-ethoxycarbonylcyclopropanecarbonyl azide (116452-89-2) + benzyl alcohol (100-51-6,185532-71-2) → ethyl 1-<(benzyloxycarbonyl)amino>cyclopropanecarboxylate (85452-41-1)

Guidance literature:

at 100 ℃; for 1h;

Reference yield:

1,1-cyclopropanedicarboxylic acid monoethyl ester (3697-66-3) → ethyl 1-<(benzyloxycarbonyl)amino>cyclopropanecarboxylate (85452-41-1)

Guidance literature:

Multi-step reaction with 3 steps

1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 3 h / 20 °C

2: sodium azide / N,N-dimethyl-formamide / 3 h / 0 - 20 °C

3: 1 h / 100 °C

With sodium azide; oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

ethyl 1-aminocyclopropanecarboxylate hydrochloride

benzyl chloroformate

1-ethoxycarbonylcyclopropanecarbonyl azide

benzyl alcohol

Downstream raw materials:

1-<(benzyloxycarbonyl)amino>cyclopropanecarboxaldehyde

1-(Benzyloxycarbonylamino)cyclopropanemethanol

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

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