Dimethyl 3-(methoxycarbonyl)hexanediate

Base Information

• Chemical Name: Dimethyl 3-(methoxycarbonyl)hexanediate
• CAS No.: 4339-27-9
• Molecular Formula: C₁₀H₁₆O₆
• Molecular Weight: 232.233
• Mol file: 4339-27-9.mol

Synonyms:1,2,4-Butanetricarboxylicacid, trimethyl ester (6CI,7CI,8CI,9CI); Trimethyl 1,2,4-butanetricarboxylate

Chemical Property of Dimethyl 3-(methoxycarbonyl)hexanediate

Chemical Property:

• PSA: 78.90000
• LogP: 0.29190

Purity/Quality:

95+% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Dimethyl 3-(methoxycarbonyl)hexanediate

There total 2 articles about Dimethyl 3-(methoxycarbonyl)hexanediate 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) + rac-homocitrato γ-lactone acid (91912-46-8,103404-94-0) → hexanedioic acid dimethyl ester (627-93-0) + 1,2,4-butanetricarboxylic acid trimethyl ester (4339-27-9,64591-19-1) + ethylbutanedioic acid dimethyl ester (14035-95-1)

Guidance literature:

With 5%-palladium/activated carbon; hydrogen; In water; dimethyl sulfoxide; at 180 ℃; for 16h; under 23272.3 Torr; Temperature; Reagent/catalyst; Pressure;

Reference yield:

methanol (67-56-1) + rac-homocitrato γ-lactone acid (91912-46-8,103404-94-0) → hexanedioic acid dimethyl ester (627-93-0) + 1,2,4-butanetricarboxylic acid trimethyl ester (4339-27-9,64591-19-1) + ethylbutanedioic acid dimethyl ester (14035-95-1) + dimethyl 2-methylglutarate (14035-94-0)

Guidance literature:

With 5%-palladium/activated carbon; hydrogen; In water; at 150 ℃; for 4h; under 10343.2 Torr; Temperature; Reagent/catalyst;

Reference yield:

1,2,4-butanetricarboxylic acid trimethyl ester (4339-27-9,64591-19-1) → trans-2-(benzyloxycarbonyl)-3-(methoxycarbonyl)cyclopentanone (81159-29-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / NaH, methanol / xylene / 0.33 h / 20 - 25 °C

2: 1.25 h / 185 °C

With methanol; sodium hydride; In xylene;

DOI:10.1021/jo00133a029

upstream raw materials:

methanol

rac-homocitrato γ-lactone acid

Downstream raw materials:

trans-2-(benzyloxycarbonyl)-3-(methoxycarbonyl)cyclopentanone

2-(6-cyanohex-2-ynyl)-2-(benzyloxycarbonyl)-3-(methoxycarbonyl)cyclopentanone

trans-1-Methyl-cyclopentan-1,2-dicarbonsaeure

cis-1,2-Dicarboxy-1-methyl-cyclopentan

Refernces