dimethyl cis-1-(benzoylamino)cyclobutane-1,3-dicarboxylate

Base Information

• Chemical Name: dimethyl cis-1-(benzoylamino)cyclobutane-1,3-dicarboxylate
• CAS No.: 166667-16-9
• Molecular Formula: C₁₅H₁₇NO₅
• Molecular Weight: 291.304
• Mol file: 166667-16-9.mol

Synonyms:

Chemical Property of dimethyl cis-1-(benzoylamino)cyclobutane-1,3-dicarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of dimethyl cis-1-(benzoylamino)cyclobutane-1,3-dicarboxylate

There total 4 articles about dimethyl cis-1-(benzoylamino)cyclobutane-1,3-dicarboxylate 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:

dimethyl cis-1-benzoylamino-3-(phenylsulfonyl)cyclobutane-1,3-dicarboxylate (166667-05-6) → dimethyl cis-1-(benzoylamino)cyclobutane-1,3-dicarboxylate (166667-16-9)

Guidance literature:

With disodium hydrogenphosphate; sodium amalgam; In tetrahydrofuran; methanol; for 1h; Ambient temperature;

Reference yield:

1-Benzenesulfonyl-3-benzoylamino-cyclobutane-1,3-dicarboxylic acid monomethyl ester → dimethyl cis-1-(benzoylamino)cyclobutane-1,3-dicarboxylate (166667-16-9)

Guidance literature:

Multi-step reaction with 2 steps

2: 6percent Na-Hg, Na₂HPO₄ / methanol; tetrahydrofuran / 1 h / Ambient temperature

With disodium hydrogenphosphate; sodium amalgam; In tetrahydrofuran; methanol;

Reference yield:

methyl 1-benzoylamino-3-(phenylsulfonyl)cyclobutane-1-carboxylate → dimethyl cis-1-(benzoylamino)cyclobutane-1,3-dicarboxylate (166667-16-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) lithium diisopropylamide / 1.) THF, -78 deg C, 2.) THF, from -78 deg C to RT

3: 6percent Na-Hg, Na₂HPO₄ / methanol; tetrahydrofuran / 1 h / Ambient temperature

With disodium hydrogenphosphate; sodium amalgam; lithium diisopropyl amide; In tetrahydrofuran; methanol;

upstream raw materials:

dimethyl cis-1-benzoylamino-3-(phenylsulfonyl)cyclobutane-1,3-dicarboxylate

Downstream raw materials:

1-aminocyclobutane-cis-1,3-dicarboxylic acid

Cis-ACBD

Refernces

• 1、 Gaoni, Yehiel. "REGIOSPECIFIC ADDITIONS OF HYDRAZOIC ACID AND BENZYLAMINE TO 1-(ARYLSULFONYL)BICYCLOBUTANES. APPLICATION TO THE SYNTHESIS OF CIS AND TRANS 2,7-METHANOGLUTAMIC ACIDS". . p. 1591 - 1594. Retrieved 2007/10/02.