1-BOC-AMINO-2-VINYLCYCLOPROPANECARBOXYLIC ACID ETHYL ESTER

Base Information

• Chemical Name: 1-BOC-AMINO-2-VINYLCYCLOPROPANECARBOXYLIC ACID ETHYL ESTER
• CAS No.: 681807-59-0
• Molecular Formula: C13H21NO4
• Molecular Weight: 255.314
• Mol file: 681807-59-0.mol

Synonyms:Cyclopropanecarboxylicacid, 1-[[(1,1-dimethylethoxy)carbonyl]amino]-2-ethenyl-, ethyl ester;1-Boc-amino-2-vinylcyclopropanecarboxylic acid ethyl ester;1-tert-Butoxycarbonylamino-2-vinylcyclopropanecarboxylic acid ethyl;

Chemical Property of 1-BOC-AMINO-2-VINYLCYCLOPROPANECARBOXYLIC ACID ETHYL ESTER

Chemical Property:

• Vapor Pressure: 0.00019mmHg at 25°C
• Refractive Index: 1.483
• Boiling Point: 333.055 °C at 760 mmHg
• Flash Point: 155.226 °C
• PSA: 64.63000
• Density: 1.081 g/cm³
• LogP: 2.40980
• Storage Temp.: 2-8°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

Ethyl1-((tert-butoxycarbonyl)amino)-2-vinylcyclopropanecarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-BOC-AMINO-2-VINYLCYCLOPROPANECARBOXYLIC ACID ETHYL ESTER

There total 7 articles about 1-BOC-AMINO-2-VINYLCYCLOPROPANECARBOXYLIC ACID ETHYL 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: 50.0%

(E)-1,4-dibromobutene (821-06-7) + di-tert-butyl dicarbonate (24424-99-5) + ethyl N-benzylideneglycinate (40682-54-0) → (1R,2S)-ethyl 1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylate (681807-59-0,213316-49-5)

Guidance literature:

(E)-1,4-dibromobutene; ethyl N-benzylideneglycinate; With lithium tert-butoxide; In toluene; at 0 - 30 ℃; for 2h;

With hydrogenchloride; In tert-butyl methyl ether; water; for 2h;

di-tert-butyl dicarbonate; In tert-butyl methyl ether; at 20 - 60 ℃;

Reference yield: 49.1%

→ (1R,2S)-ethyl 1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylate (681807-59-0,213316-49-5)

Guidance literature:

In dimethyl sulfoxide;

Reference yield: 35.0%

(1R,2S)-ethyl 1-amino-2-vinylcyclopropanecarboxylate hydrochloride (681807-60-3,259214-54-5,259214-56-7) + di-tert-butyl dicarbonate (24424-99-5) → (1R,2S)-ethyl 1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylate (681807-59-0,213316-49-5)

Guidance literature:

With hydrogenchloride; dmap; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 15 ℃; for 24h;

upstream raw materials:

(1R,2S)-ethyl 1-amino-2-vinylcyclopropanecarboxylate hydrochloride

di-tert-butyl dicarbonate

(1R,2S)/(1S,2R) 1-amino-2-vinylcyclopropane carboxylic acid ethyl ester

ethyl acetate

Downstream raw materials:

(1S,2R)-1-tert-butoxycarbonylamino-2-vinylcyclopropanecarboxylic acid

N-Boc-(1R,2S)-1-amino-2-vinylcyclopropane carboxylic acid ethyl ester

tert-butyl ((1R,2R)-1-{[(cyclopropylsulfonyl)amino]carbonyl}-2-ethylcyclopropyl)carbamate

(1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid

Refernces

• 1、 -. "Macrocyclic compounds for suppressing replication of hepatitis C virus". Page/Page column 39; 40. . Retrieved 2016/05/24.
• 2、 -. "MACROCYCLIC COMPOUNDS FOR SUPPRESSING REPLICATION OF HEPATITIS C VIRUS". Page/Page column. . Retrieved 2015/02/19.