cis-2-(Aminomethyl)-1-cyclopropancarbonaseure

Base Information

• Chemical Name: cis-2-(Aminomethyl)-1-cyclopropancarbonaseure
• CAS No.: 82259-99-2
• Molecular Formula: C₅H₉NO₂
• Molecular Weight: 115.132
• Mol file: 82259-99-2.mol

Synonyms:

Chemical Property of cis-2-(Aminomethyl)-1-cyclopropancarbonaseure

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of cis-2-(Aminomethyl)-1-cyclopropancarbonaseure

There total 3 articles about cis-2-(Aminomethyl)-1-cyclopropancarbonaseure 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: 43.0%

cis-2-(phthalimidomethyl)cyclopropanecarboxylic acid → cis-2-(Aminomethyl)-1-cyclopropancarbonaseure (82259-99-2,215597-45-8,36489-13-1)

Guidance literature:

With methylamine; In ethanol; for 16h; Ambient temperature;

DOI:10.1039/P19820002563

Reference yield:

(+/-)-cis-3-oxabicyclo<3.1.0>hexan-2-one (82442-65-7) → cis-2-(Aminomethyl)-1-cyclopropancarbonaseure (82259-99-2,215597-45-8,36489-13-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 30 percent / dimethylformamide / 3.5 h / 140 - 150 °C

2: 43 percent / MeNH₂ / ethanol / 16 h / Ambient temperature

With methylamine; In ethanol; N,N-dimethyl-formamide;

DOI:10.1039/P19820002563

Reference yield:

N,N-bis(trimethylsilyl)allylamine (7688-51-9) + methyl diazoacetate (6832-16-2) → cis-2-(Aminomethyl)-1-cyclopropancarbonaseure (82259-99-2,215597-45-8,36489-13-1) + (+/-)-TAMP (82260-00-2,215597-45-8,36489-13-1)

Guidance literature:

With sodium hydroxide; dirhodium tetraacetate; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts; 1) CH₂Cl₂, 1 h, r.t., 2) MeOH, 70-80 degC, 2 h;

upstream raw materials:

N,N-bis(trimethylsilyl)allylamine

methyl diazoacetate

(+/-)-cis-3-oxabicyclo<3.1.0>hexan-2-one

Refernces

• 1、 Paulini, Klaus,Reissig, Hans-Ulrich. "An Efficient Route to GABA-Analogous Amino Acids: Cyclopropanation of N-Silylated Allylamines and Enamines". . p. 455 - 461. Retrieved 2007/10/02.