1-Amino-2-ethenylcyclopropanecarboxylicacid

Base Information

• Chemical Name: 1-Amino-2-ethenylcyclopropanecarboxylicacid
• CAS No.: 80003-54-9
• Molecular Formula: C₆H₉NO₂
• Molecular Weight: 127.143
• Hs Code.: 2922499990
• Mol file: 80003-54-9.mol

Synonyms:1-Amino-2-vinylcyclopropanecarboxylic acid;1-Amino-2-vinylcyclopropanecarboxylicacid;

Chemical Property of 1-Amino-2-ethenylcyclopropanecarboxylicacid

Chemical Property:

• Vapor Pressure: 0.018mmHg at 25°C
• Refractive Index: 1.662
• Boiling Point: 234.887 °C at 760 mmHg
• Flash Point: 95.856 °C
• PSA: 63.32000
• Density: 1.377 g/cm³
• LogP: 0.67470

Purity/Quality:

99% ^*data from raw suppliers

1-AMINO-2-ETHENYLCYCLOPROPANECARBOXYLIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-Amino-2-ethenylcyclopropanecarboxylicacid

There total 13 articles about 1-Amino-2-ethenylcyclopropanecarboxylicacid 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%

(1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid (159622-10-3,213316-50-8,259221-77-7) → (1R,2S)-2-vinyl-1-aminocyclopropanecarboxylic acid (159700-58-0,80003-54-9,213316-51-9)

Guidance literature:

(1R,2S)-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylic acid; With methanesulfonic acid; In dichloromethane; at 25 ℃; for 3h;

With triethylamine; In dichloromethane; at 25 ℃; for 0.5h;

Reference yield: 100.0%

(1R,2S)-1-amino-2-vinyl-cyclopropyl carboxylic acid methyl ester (681260-04-8) → (1R,2S)-2-vinyl-1-aminocyclopropanecarboxylic acid (159700-58-0,80003-54-9,213316-51-9)

Guidance literature:

With water; sodium hydroxide; at 10 - 15 ℃; for 2h;

DOI:10.1039/c4cc01125b

Reference yield: 83.0%

1-amino-2-vinylcyclopropanecarboxylic acid amide hydrochloride → (1RS,2SR)-2-vinyl-1-aminocyclopropanecarboxylic acid (159700-58-0,80003-54-9,213316-51-9)

Guidance literature:

With water; sodium hydroxide; at 70 ℃; for 3h;

upstream raw materials:

(1R,2S)-1-amino-2-vinyl-cyclopropyl carboxylic acid methyl ester

(1R,2S)-1-amino-2-vinylcyclopropane carboxylic acid methyl ester tosylate salt

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

rac-(1R,2S)-1-amino-2-vinylcyclopropanecarboxylic acid ethyl ester

Downstream raw materials:

(1R,2S)-1-tert-butoxycarbonylamino-2-vinyl-cyclopropanecarboxylic acid methyl ester

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

Refernces

• 1、 Kawashima, Aki,Shu, Shuangjie,Takeda, Ryosuke,Kawamura, Akie,Sato, Tatsunori,Moriwaki, Hiroki,Wang, Jiang,Izawa, Kunisuke,Acea, Jos Luis,Soloshonok, Vadim A.,Liu, Hong. "Advanced asymmetric synthesis of (1R,2S)-1-amino-2-vinylcyclopropanecarboxylic acid by alkylation/cyclization of newly designed axially chiral Ni(II) complex of glycine Schiff base". . p. 973 - 986. Retrieved 2016/04/04.
• 2、 Kawashima, Aki,Xie, Chen,Mei, Haibo,Takeda, Ryosuke,Kawamura, Akie,Sato, Tatsunori,Moriwaki, Hiroki,Izawa, Kunisuke,Han, Jianlin,Acea, Jos Luis,Soloshonok, Vadim A.. "Asymmetric synthesis of (1R,2S)-1-amino-2-vinylcyclopropanecarboxylic acid by sequential SN2-SN2′ dialkylation of (R)-N-(benzyl)proline-derived glycine Schiff base Ni(ii) complex". . p. 1051 - 1058. Retrieved 2015/02/02.