(9S,10R)-dihydrosterculic acid

Base Information

• Chemical Name: (9S,10R)-dihydrosterculic acid
• CAS No.: 60719-73-5
• Molecular Formula: C₁₉H₃₆O₂
• Molecular Weight: 296.494
• Mol file: 60719-73-5.mol

Synonyms:

Chemical Property of (9S,10R)-dihydrosterculic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (9S,10R)-dihydrosterculic acid

There total 18 articles about (9S,10R)-dihydrosterculic 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: 91.0%

C19H38O → (9S,10R)-dihydrosterculic acid (4675-61-0,5711-28-4,29203-99-4,60719-73-5,60719-76-8)

Guidance literature:

With chromium(VI) oxide; sulfuric acid; In water; acetone; for 0.166667h;

DOI:10.1021/acs.joc.7b00945

Reference yield:

(1S,2R)-cis-2-octylcyclopropyl-1-methanol → (9S,10R)-dihydrosterculic acid (4675-61-0,5711-28-4,29203-99-4,60719-73-5,60719-76-8)

Guidance literature:

Multi-step reaction with 5 steps

1.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 0 - 20 °C / Molecular sieve

2.1: ammonium molybdate; dihydrogen peroxide / water; tetrahydrofuran; ethanol / 20 °C

3.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.17 h / -78 °C

3.2: -78 - 20 °C

4.1: potassium hydroxide; water / methanol; tetrahydrofuran / 0 - 20 °C

5.1: hydrazine hydrate; copper(II) sulfate / water; ethanol / 120 h

With ammonium molybdate; di-isopropyl azodicarboxylate; water; dihydrogen peroxide; hydrazine hydrate; copper(II) sulfate; triphenylphosphine; potassium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; ethanol; water; 1.1: |Mitsunobu Displacement / 3.1: |Julia-Kocienski Olefination / 3.2: |Julia-Kocienski Olefination;

DOI:10.1039/c4ob01863j

Reference yield:

5-({[(1S,2R)-2-octylcyclopropyl]methyl}thio)-1-phenyl-1H-tetrazole → (9S,10R)-dihydrosterculic acid (4675-61-0,5711-28-4,29203-99-4,60719-73-5,60719-76-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: ammonium molybdate; dihydrogen peroxide / water; tetrahydrofuran; ethanol / 20 °C

2.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.17 h / -78 °C

2.2: -78 - 20 °C

3.1: potassium hydroxide; water / methanol; tetrahydrofuran / 0 - 20 °C

4.1: hydrazine hydrate; copper(II) sulfate / water; ethanol / 120 h

With ammonium molybdate; water; dihydrogen peroxide; hydrazine hydrate; copper(II) sulfate; potassium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; ethanol; water; 2.1: |Julia-Kocienski Olefination / 2.2: |Julia-Kocienski Olefination;

DOI:10.1039/c4ob01863j

upstream raw materials:

cis-Octadecenoic acid

ethyl 2-octylcycloprop-2-ene-1-carboxylate

2-octylcycloprop-2-ene-1-carboxylic acid

1-decyne