Benzyl cyclopropylcarbamate

Base Information

• Chemical Name: Benzyl cyclopropylcarbamate
• CAS No.: 88048-43-5
• Molecular Formula: C11H13NO2
• Molecular Weight: 191.23
• DSSTox Substance ID: DTXSID40521269
• Wikidata: Q82385655
• Mol file: 88048-43-5.mol

Synonyms:benzyl cyclopropylcarbamate;88048-43-5;benzyl N-cyclopropylcarbamate;Carbamic acid, cyclopropyl-, phenylmethyl ester;(Cbz-Amino)-cyclopropane;SCHEMBL381922;N-carbobenzyloxy cyclopropylamine;DTXSID40521269;ANHOWPBVPPIHML-UHFFFAOYSA-N;cyclopropyl-carbamic acid benzyl ester;CS-0203801;D86690

Chemical Property of Benzyl cyclopropylcarbamate

Chemical Property:

• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 191.094628657
• Heavy Atom Count: 14
• Complexity: 196

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CC1NC(=O)OCC2=CC=CC=C2

Technology Process of Benzyl cyclopropylcarbamate

There total 2 articles about Benzyl cyclopropylcarbamate 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: 99.0%

benzyl chloroformate (501-53-1,94274-21-2) + Cyclopropylamine (765-30-0) → N-carbobenzyloxycyclopropylamine (88048-43-5)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 16h;

DOI:10.1002/anie.201907060

Reference yield: 85.0%

5-propyl-benzo[1,3]dioxol-2-one + Cyclopropylamine (765-30-0) + benzyl alcohol (100-51-6,185532-71-2) → N-carbobenzyloxycyclopropylamine (88048-43-5)

Guidance literature:

5-propyl-benzo[1,3]dioxol-2-one; benzyl alcohol; With zinc(II) acetate dihydrate; at 50 ℃; for 16h; Sealed tube;

Cyclopropylamine; In 2-methyltetrahydrofuran; at 25 ℃; for 16h; Sealed tube;

DOI:10.1002/cssc.201900406

Reference yield: 91.0%

N-carbobenzyloxycyclopropylamine (88048-43-5) + methyl iodide (74-88-4) → N-carbobenzyloxy-N-methylcyclopropylamine (88048-44-6)

Guidance literature:

N-carbobenzyloxycyclopropylamine; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 ℃; for 1h; Inert atmosphere;

methyl iodide; In tetrahydrofuran; mineral oil; at 0 - 20 ℃; for 18h; Inert atmosphere;

DOI:10.1021/ja511335v

upstream raw materials:

benzyl chloroformate

Cyclopropylamine

benzyl alcohol

Downstream raw materials:

N-carbobenzyloxy-N-benzylcyclopropylamine

N-carbobenzyloxy-N-methylcyclopropylamine

benzyl N-[(benzyloxy)carbonyl]-N-cyclopropylglycinate