4-hydroxy-undecanoic acid benzylamide

Base Information

• Chemical Name: 4-hydroxy-undecanoic acid benzylamide
• CAS No.: 259675-59-7
• Molecular Formula: C₁₈H₂₉NO₂
• Molecular Weight: 291.434
• Mol file: 259675-59-7.mol

Synonyms:

Chemical Property of 4-hydroxy-undecanoic acid benzylamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-hydroxy-undecanoic acid benzylamide

There total 1 articles about 4-hydroxy-undecanoic acid benzylamide 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:

benzylamine (100-46-9) + 5-heptyldihydro-2(3H)-furanone (104-67-6) → 4-hydroxy-undecanoic acid benzylamide (259675-59-7)

Guidance literature:

at 80 - 90 ℃;

DOI:10.1248/cpb.48.304

Reference yield: 86.0%

4-hydroxy-undecanoic acid benzylamide (259675-59-7) → (4S)-4-heptyl-γ-butanolide (74568-05-1)

Guidance literature:

4-hydroxy-undecanoic acid benzylamide; With vinyl acetate; Novozym 435; In diethyl ether; at 20 ℃; Enzymatic reaction;

With di-isopropyl azodicarboxylate; triphenylphosphine; 4-nitro-benzoic acid; In benzene; at 20 ℃; for 48h; optical yield given as %ee; Further stages;

DOI:10.1080/00397910802546177

Reference yield:

succinic acid anhydride (108-30-5) + 4-hydroxy-undecanoic acid benzylamide (259675-59-7) → Succinic acid mono-[(R)-1-(2-benzylcarbamoyl-ethyl)-octyl] ester + Succinic acid mono-[(S)-1-(2-benzylcarbamoyl-ethyl)-octyl] ester (259675-64-4)

Guidance literature:

With Lipase PL; In various solvent(s); at 25 ℃; for 24h; Title compound not separated from byproducts;

DOI:10.1248/cpb.48.304

upstream raw materials:

benzylamine

5-heptyldihydro-2(3H)-furanone

Downstream raw materials:

Succinic acid mono-[(S)-1-(2-benzylcarbamoyl-ethyl)-octyl] ester

(4S)-4-heptyl-γ-butanolide

C₂₀H₃₁NO₃

(S)-N-benzyl-4-(4-nitrobenzoyl)oxyundecanamide

Refernces

• 1、 Matsumura, Yasufumi,Endo, Teruko,Chiba, Mitsuo,Fukawa, Hidemichi,Terao, Yoshiyasu. "Facile synthesis of optically active γ-lactones via lipase-catalyzed reaction of 4-substituted 4-hydroxybutyramides". . p. 304 - 305. Retrieved 2007/10/03.