Benzoic acid (S)-1-((R)-5-oxo-tetrahydro-furan-2-yl)-undecyl ester

Base Information

• Chemical Name: Benzoic acid (S)-1-((R)-5-oxo-tetrahydro-furan-2-yl)-undecyl ester
• CAS No.: 173266-36-9
• Molecular Formula: C₂₂H₃₂O₄
• Molecular Weight: 360.494
• Mol file: 173266-36-9.mol

Synonyms:Benzoic acid (S)-1-((R)-5-oxo-tetrahydro-furan-2-yl)-undecyl ester

Chemical Property of Benzoic acid (S)-1-((R)-5-oxo-tetrahydro-furan-2-yl)-undecyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzoic acid (S)-1-((R)-5-oxo-tetrahydro-furan-2-yl)-undecyl ester

There total 1 articles about Benzoic acid (S)-1-((R)-5-oxo-tetrahydro-furan-2-yl)-undecyl ester 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: 63.0%

(4R,5R)-(-)-5-Hydroxy-12-pentadecan-4-olid (138750-24-0) + benzoic acid (65-85-0,8013-63-6) → Benzoic acid (S)-1-((R)-5-oxo-tetrahydro-furan-2-yl)-undecyl ester (173266-36-9)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In benzene; for 1.5h; Ambient temperature;

DOI:10.1016/0957-4166(95)00405-X

Reference yield: 95.0%

Benzoic acid (S)-1-((R)-5-oxo-tetrahydro-furan-2-yl)-undecyl ester (173266-36-9) → Benzoic acid (S)-1-((R)-5-hydroxy-tetrahydro-furan-2-yl)-undecyl ester

Guidance literature:

With diisobutylaluminium hydride; In tetrahydrofuran; at -78 ℃; for 2h;

DOI:10.1016/0957-4166(95)00405-X

Reference yield:

Benzoic acid (S)-1-((R)-5-oxo-tetrahydro-furan-2-yl)-undecyl ester (173266-36-9) → (2S-cis)-7,8-epoxy-2-methyloctadecane (54910-51-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 95 percent / DIBAL-H / tetrahydrofuran / 2 h / -78 °C

2: 1.) n-BuLi / 1.) THF, hexane, 1.5 h, 2.) THF, 2 h

3: H₂ / 10percent Pd/C / methanol / 16 h

4: 3N aq. KOH / 24 h / 100 °C

5: 1.) triethylorthoacetate, PPTS, 2.) TMSCl, 3.) KOH

With potassium hydroxide; n-butyllithium; chloro-trimethyl-silane; hydrogen; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; Triethyl orthoacetate; palladium on activated charcoal; In tetrahydrofuran; methanol;

DOI:10.1016/0957-4166(95)00405-X

upstream raw materials:

(4R,5R)-(-)-5-Hydroxy-12-pentadecan-4-olid

benzoic acid

Downstream raw materials:

(2S-cis)-7,8-epoxy-2-methyloctadecane