(1S,2S)-(-)-3-methylenecyclopropane-1,2-dicarboxylic acid (R)-(+)-α-methylbenzammonium salt

Base Information

• Chemical Name: (1S,2S)-(-)-3-methylenecyclopropane-1,2-dicarboxylic acid (R)-(+)-α-methylbenzammonium salt
• CAS No.: 148152-70-9
• Molecular Formula: C₆H₆O₄*C₈H₁₁N
• Molecular Weight: 263.293
• Mol file: 148152-70-9.mol

Synonyms:(1S,2S)-(-)-3-methylenecyclopropane-1,2-dicarboxylic acid (R)-(+)-α-methylbenzammonium salt

Chemical Property of (1S,2S)-(-)-3-methylenecyclopropane-1,2-dicarboxylic acid (R)-(+)-α-methylbenzammonium salt

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,2S)-(-)-3-methylenecyclopropane-1,2-dicarboxylic acid (R)-(+)-α-methylbenzammonium salt

There total 1 articles about (1S,2S)-(-)-3-methylenecyclopropane-1,2-dicarboxylic acid (R)-(+)-α-methylbenzammonium salt 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: 91.89%

(R)-1-phenyl-ethyl-amine (3886-69-9) + Feist's acid (499-02-5) → (1S,2S)-(-)-3-methylenecyclopropane-1,2-dicarboxylic acid (R)-(+)-α-methylbenzammonium salt (148152-70-9) + (1R,2R)-(+)-3-methylenecyclopropane-1,2-dicarboxylic acid (R)-(+)-α-methylbenzammonium salt (148082-88-6)

Guidance literature:

In water; tert-butyl alcohol; at 20 ℃; for 24.5h;

DOI:10.3390/molecules17055550

Reference yield:

(1S,2S)-(-)-3-methylenecyclopropane-1,2-dicarboxylic acid (R)-(+)-α-methylbenzammonium salt (148152-70-9) → (1S,2S)-3-methylene-cyclopropane-1,2-dicarboxylic acid (499-02-5,45786-15-0,75880-66-9,139891-18-2,148152-68-5)

Guidance literature:

With sulfuric acid; In water; ethyl acetate;

DOI:10.3390/molecules17055550

Reference yield:

(1S,2S)-(-)-3-methylenecyclopropane-1,2-dicarboxylic acid (R)-(+)-α-methylbenzammonium salt (148152-70-9) → (1S,2S)-N1,N2-benzyl-3-methylenecyclopropane-1,2-dicarboxamide (1391950-71-2)

Guidance literature:

Multi-step reaction with 3 steps

1: sulfuric acid / water; ethyl acetate

2: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 1 h / 20 °C / Inert atmosphere

3: dichloromethane / 3 h / 20 °C / Inert atmosphere

With oxalyl dichloride; sulfuric acid; N,N-dimethyl-formamide; In dichloromethane; water; ethyl acetate;

DOI:10.3390/molecules17055550

upstream raw materials:

(R)-1-phenyl-ethyl-amine

Feist's acid

Downstream raw materials:

(1S,2S)-N₁,N₂-benzyl-3-methylenecyclopropane-1,2-dicarboxamide

(1S,2S)-3-methylene-cyclopropane-1,2-dicarboxylic acid

Refernces