tert-butyl (1-cyano cyclopropyl)sulfonylcarbamate

Base Information

• Chemical Name: tert-butyl (1-cyano cyclopropyl)sulfonylcarbamate
• CAS No.: 1108658-10-1
• Molecular Formula: C₉H₁₄N₂O₄S
• Molecular Weight: 246.287
• Mol file: 1108658-10-1.mol

Synonyms:

Chemical Property of tert-butyl (1-cyano cyclopropyl)sulfonylcarbamate

Chemical Property:

Purity/Quality:

tert-ButylN-[(1-Cyanocyclopropyl)sulfonyl]carbamate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl (1-cyano cyclopropyl)sulfonylcarbamate

There total 3 articles about tert-butyl (1-cyano cyclopropyl)sulfonylcarbamate 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: 50.0%

→ tert-butyl (1-cyano cyclopropyl)sulfonylcarbamate (1108658-10-1)

Guidance literature:

Reference yield:

tert-butyl (cyclopropylsulfonyl)carbamate (681808-26-4) + P-toluenesulfonyl cyanide (19158-51-1) → tert-butyl (1-cyano cyclopropyl)sulfonylcarbamate (1108658-10-1)

Guidance literature:

tert-butyl (cyclopropylsulfonyl)carbamate; With n-butyllithium; In tetrahydrofuran; at -78 ℃;

P-toluenesulfonyl cyanide; In tetrahydrofuran;

DOI:10.1016/j.bmcl.2015.07.020

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → tert-butyl (1-cyano cyclopropyl)sulfonylcarbamate (1108658-10-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: dmap; triethylamine / dichloromethane / 4 h / 0 - 20 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C

2.2: -78 - 20 °C

With dmap; n-butyllithium; triethylamine; In tetrahydrofuran; hexane; dichloromethane;

upstream raw materials:

tert-butyl (cyclopropylsulfonyl)carbamate

P-toluenesulfonyl cyanide

di-tert-butyl dicarbonate

Refernces

• 1、 Alexandre, Fran?ois-René,Brandt, Guillaume,Caillet, Catherine,Chaves, Dominique,Convard, Thierry,Derock, Michel,Gloux, Damien,Griffon, Yann,Lallos, Lisa,Leroy, Frédéric,Liuzzi, Michel,Loi, Anna-Giulia,Moulat, Laure,Musiu, Chiara,Parsy, Christophe,Rahali, Houcine,Roques, Virginie,Seifer, Maria,Standring, David,Surleraux, Dominique. "Synthesis and antiviral evaluation of a novel series of homoserine-based inhibitors of the hepatitis C virus NS3/4A serine protease". . p. 3984 - 3991. Retrieved 2015/08/24.