benzyl 16-((2,5-dioxopyrrolidin-1-yl)oxy)-16-oxohexadecanoate

Base Information

• Chemical Name: benzyl 16-((2,5-dioxopyrrolidin-1-yl)oxy)-16-oxohexadecanoate
• CAS No.: 949588-03-8
• Molecular Formula: C₂₇H₃₉NO₆
• Molecular Weight: 473.61
• Mol file: 949588-03-8.mol

Synonyms:benzyl 16-((2,5-dioxopyrrolidin-1-yl)oxy)-16-oxohexadecanoate

Chemical Property of benzyl 16-((2,5-dioxopyrrolidin-1-yl)oxy)-16-oxohexadecanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 16-((2,5-dioxopyrrolidin-1-yl)oxy)-16-oxohexadecanoate

There total 6 articles about benzyl 16-((2,5-dioxopyrrolidin-1-yl)oxy)-16-oxohexadecanoate 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: 92.35%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + 16-(benzyloxy)-16-oxohexadecanoic acid (146004-98-0) → benzyl 16-((2,5-dioxopyrrolidin-1-yl)oxy)-16-oxohexadecanoate (949588-03-8)

Guidance literature:

With dicyclohexyl-carbodiimide; In dichloromethane; at -5 - 30 ℃; for 18h;

Reference yield:

16-(benzyloxy)-16-oxohexadecanoic acid (146004-98-0) + O-(N-succinimidyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate (105832-38-0) → benzyl 16-((2,5-dioxopyrrolidin-1-yl)oxy)-16-oxohexadecanoate (949588-03-8)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 0 ℃; for 1h;

Reference yield:

pentadecanedioic acid (1460-18-0) → benzyl 16-((2,5-dioxopyrrolidin-1-yl)oxy)-16-oxohexadecanoate (949588-03-8)

Guidance literature:

Multi-step reaction with 2 steps

1: magnesium chloride / tetrahydrofuran / 24 h / 40 °C

2: dicyclohexyl-carbodiimide / dichloromethane / 18 h / -5 - 30 °C

With dicyclohexyl-carbodiimide; magnesium chloride; In tetrahydrofuran; dichloromethane;

upstream raw materials:

1-hydroxy-pyrrolidine-2,5-dione

16-(benzyloxy)-16-oxohexadecanoic acid

O-(N-succinimidyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate

hexadecanedioic acid-anhydride

Downstream raw materials:

benzylhexadecandioyl-L-Glu-OBn

benzylhexadecandioyl-L-Glu(OSu)-OBn