3-Cyclobutene-1,2-dicarboxylicacid,monomethylester,(1R,2S)-(9CI)

Base Information

• Chemical Name: 3-Cyclobutene-1,2-dicarboxylicacid,monomethylester,(1R,2S)-(9CI)
• CAS No.: 151715-95-6
• Molecular Formula: C₇H₈O₄
• Molecular Weight: 156.138
• Mol file: 151715-95-6.mol

Synonyms:3-Cyclobutene-1,2-dicarboxylicacid, monomethyl ester, (1R-cis)-; (1R,2S)-3-Cyclobutene-1,2-dicarboxylic acidmonomethyl ester

Chemical Property of 3-Cyclobutene-1,2-dicarboxylicacid,monomethylester,(1R,2S)-(9CI)

Chemical Property:

• Boiling Point: 273.0±40.0 °C(Predicted)
• PKA: 3.96±0.40(Predicted)
• PSA: 63.60000
• Density: 1.368±0.06 g/cm3(Predicted)
• LogP: 0.04620

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-Cyclobutene-1,2-dicarboxylicacid,monomethylester,(1R,2S)-(9CI)

There total 2 articles about 3-Cyclobutene-1,2-dicarboxylicacid,monomethylester,(1R,2S)-(9CI) 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:

methanol (67-56-1) + cyclobut-3-ene-1,2-dicarboxylic acid anhydride (10374-07-9) → (1S,2R)-Cyclobut-3-ene-1,2-dicarboxylic acid monomethyl ester + methyl hydrogen (1R,2S)-(+)-3-cyclobutene-1,2-dicarboxylate (151715-95-6)

Guidance literature:

With QD-BTBSA; In diethyl ether; at 20 ℃; optical yield given as %ee; stereoselective reaction;

DOI:10.1021/ol901350g

Reference yield:

dimethyl meso-3-cyclobutene-1,2-dicarboxylate (42577-15-1) → (1S,2R)-Cyclobut-3-ene-1,2-dicarboxylic acid monomethyl ester + methyl hydrogen (1R,2S)-(+)-3-cyclobutene-1,2-dicarboxylate (151715-95-6)

Guidance literature:

In acetone; Yield given. Title compound not separated from byproducts; immobilized pig liver esterase (PLE) (pH 7 buffer);

DOI:10.1039/c39930000589

Reference yield:

methyl hydrogen (1R,2S)-(+)-3-cyclobutene-1,2-dicarboxylate (151715-95-6) → methyl (1R,2S)-(+)-2-benzylcarbamoyl-3-cyclobutene carboxylate

Guidance literature:

Multi-step reaction with 2 steps

1: CDCl₃ / 0.05 h

2: CDCl₃

In chloroform-d1;

DOI:10.1016/S0957-4166(00)80118-4

upstream raw materials:

dimethyl meso-3-cyclobutene-1,2-dicarboxylate

methanol

cyclobut-3-ene-1,2-dicarboxylic acid anhydride