N-(1-Cyanocyclopropyl)carbamic acid phenylmethyl ester

Base Information

• Chemical Name: N-(1-Cyanocyclopropyl)carbamic acid phenylmethyl ester
• CAS No.: 1159735-22-4
• Molecular Formula: C12H12N2O2
• Molecular Weight: 216.24
• Hs Code.: 2926909090
• Mol file: 1159735-22-4.mol

Synonyms:Urethane

Chemical Property of N-(1-Cyanocyclopropyl)carbamic acid phenylmethyl ester

Chemical Property:

• Appearance/Colour: White to off-white powder
• Boiling Point: 418.5±34.0 °C(Predicted)
• PKA: 9.59±0.20(Predicted)
• PSA: 62.12000
• Density: 1.23
• LogP: 2.35988
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature

Purity/Quality:

99% ^*data from raw suppliers

Cbz-1-amino-1-cyclopropanecarbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-(1-Cyanocyclopropyl)carbamic acid phenylmethyl ester

There total 5 articles about N-(1-Cyanocyclopropyl)carbamic acid phenylmethyl 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: 100.0%

1-amino-1-cyclopropanecarbonitrile hydrochloride (127946-77-4) + benzyl chloroformate (501-53-1,94274-21-2) → benzyl (1-cyanocyclopropyl)carbamate (1159735-22-4)

Guidance literature:

With sodium hydrogencarbonate; In tetrahydrofuran; water; at 0 - 20 ℃; for 60h;

DOI:10.1002/anie.201916394

Reference yield: 23.84%

1-aminocyclopropanecarbonitrile (196311-65-6) + benzyl chloroformate (501-53-1,94274-21-2) → benzyl (1-cyanocyclopropyl)carbamate (1159735-22-4)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃;

Reference yield:

N-(benzyloxycarbonyl)-1-aminocyclopropane-1-carboxamide (108056-97-9) → benzyl (1-cyanocyclopropyl)carbamate (1159735-22-4)

Guidance literature:

With triethylamine; trifluoroacetic anhydride; In dichloromethane; at 20 ℃; for 3.5h;

DOI:10.1021/jm070027u

upstream raw materials:

N-(benzyloxycarbonyl)-1-aminocyclopropane-1-carboxamide

(benzyloxycarbonylamino)cyclopropanecarboxylic acid

1-aminocyclopropanecarbonitrile

benzyl chloroformate

Downstream raw materials:

benzyl (1-(5-chloropyrimidin-2-yl)cyclopropyl)carbamate

Refernces

• 1、 Belvisi, Laura,Borlandelli, Valentina,Corno, Cristina,Dal Corso, Alberto,Gennari, Cesare,Perego, Paola,Pignataro, Luca. "Fast Cyclization of a Proline-Derived Self-Immolative Spacer Improves the Efficacy of Carbamate Prodrugs". supporting information. p. 4176 - 4181. Retrieved 2020/02/05.
• 2、 -. "DERIVATIVES OF 6,7-DIHYDRO-5H-IMIDAZO[1,2-α]IMIDAZOLE-3- CARBOXYLIC ACID AMIDES". Page/Page column 156. . Retrieved 2009/07/03.