(±)-TRANS-AZETIDINE-2,4-DICARBOXYLIC ACID

Base Information

• Chemical Name: (±)-TRANS-AZETIDINE-2,4-DICARBOXYLIC ACID
• CAS No.: 121050-03-1
• Molecular Formula: C₅H₇NO₄
• Molecular Weight: 145.115
• Mol file: 121050-03-1.mol

Synonyms:azetidine-2,4-dicarboxylic acid;Azetidine-2,4-dicarboxylic acid;2,4-azetidinedicarboxylic acid;

Chemical Property of (±)-TRANS-AZETIDINE-2,4-DICARBOXYLIC ACID

Chemical Property:

• Boiling Point: 352.5 °C at 760 mmHg
• Flash Point: 167 °C
• PSA: 86.63000
• Density: 1.585 g/cm³
• LogP: -0.78510
• Storage Temp.: Refrigerator (+4°C)

Purity/Quality:

99% ^*data from raw suppliers

(+/-)-TRANS-AZETIDINE-2,4-DICARBOXYLIC 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 (±)-TRANS-AZETIDINE-2,4-DICARBOXYLIC ACID

There total 3 articles about (±)-TRANS-AZETIDINE-2,4-DICARBOXYLIC ACID 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: 79.0%

(±)-trans-dibenzyl 2,2'-(1-benzylazetidine-2,4-diyl)diacetate (121050-02-0,121071-77-0,127310-49-0) → trans-azetidine-2,4-dicarboxylic acid (121050-03-1,121050-04-2,127310-57-0,161596-62-9,161596-63-0)

Guidance literature:

With hydrogen; palladium dihydroxide; 1.) methanol, 4 atm, 4 h, 2.) water, 5 h;

DOI:10.1021/jm00168a007

Reference yield:

α,α'-dibromoglutaric acid (3479-80-9) → trans-azetidine-2,4-dicarboxylic acid (121050-03-1,121050-04-2,127310-57-0,161596-62-9,161596-63-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 92 percent / TsOH*H₂O / benzene / 8 h / Heating

2: 32 percent / dimethylformamide / 80 °C

3: 79 percent / H₂ / 20percent Pd(OH)2/C / 1.) methanol, 4 atm, 4 h, 2.) water, 5 h

With hydrogen; toluene-4-sulfonic acid; palladium dihydroxide; In N,N-dimethyl-formamide; benzene;

DOI:10.1021/jm00168a007

Reference yield:

2,4-dibromoglutaric acid dibenzyl ester (121050-01-9) → trans-azetidine-2,4-dicarboxylic acid (121050-03-1,121050-04-2,127310-57-0,161596-62-9,161596-63-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 32 percent / dimethylformamide / 80 °C

2: 79 percent / H₂ / 20percent Pd(OH)2/C / 1.) methanol, 4 atm, 4 h, 2.) water, 5 h

With hydrogen; palladium dihydroxide; In N,N-dimethyl-formamide;

DOI:10.1021/jm00168a007

upstream raw materials:

(±)-trans-dibenzyl 2,2'-(1-benzylazetidine-2,4-diyl)diacetate

α,α'-dibromoglutaric acid

2,4-dibromoglutaric acid dibenzyl ester

Refernces