(3S,12S)-(+)-3,12-Diacetoxyhexadecanoic acid

Base Information

• Chemical Name: (3S,12S)-(+)-3,12-Diacetoxyhexadecanoic acid
• CAS No.: 185760-36-5
• Molecular Formula: C₂₀H₃₆O₆
• Molecular Weight: 372.502
• Mol file: 185760-36-5.mol

Synonyms:(3S,12S)-(+)-3,12-Diacetoxyhexadecanoic acid

Chemical Property of (3S,12S)-(+)-3,12-Diacetoxyhexadecanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of (3S,12S)-(+)-3,12-Diacetoxyhexadecanoic acid

There total 1 articles about (3S,12S)-(+)-3,12-Diacetoxyhexadecanoic 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:

1-bromo-6-benzyloxyhexane (54247-27-7) → (3S,12S)-(+)-3,12-Diacetoxyhexadecanoic acid (185760-36-5)

Guidance literature:

Multi-step reaction with 9 steps

1: 1.) 1,2-dibromoethane, Mg / 2.) 1,5-cyclooctadienecopper(I) chloride / 1.) THF, reflux, 2.) r.t.

2: 93 percent / imidazole / dimethylformamide / 16 h / Ambient temperature

3: 97 percent / H₂ / 5percent Pd/BaSO₄ / methanol; ethyl acetate; acetic acid / 2 h / 750.06 Torr

4: 90 percent / CBr₄, Ph₃P / CH₂Cl₂ / 4 h / Ambient temperature

5: 1.) 1,2-dibromoethane, Mg / 2.) 1,5-cyclooctadienecopper(I) chloride / 1.) THF, reflux, reflux, 60 min, 2.) 20 deg C, 90 min

6: 94 percent / 2 N H₂SO₄ / methanol / 0.83 h / Heating

7: 99 percent / pyridine / 20 h / Ambient temperature

8: 100 percent / H₂ / 5percent Pd/C / methanol; acetic acid / 1.5 h / 750.06 Torr

9: 85 percent / RuCl₃*H₂O, aq. NaIO₄ / CCl₄; acetonitrile / 16 h / 20 °C

With pyridine; 1H-imidazole; ruthenium trichloride; sodium periodate; carbon tetrabromide; sulfuric acid; hydrogen; magnesium; ethylene dibromide; triphenylphosphine; palladium on activated charcoal; Pd-BaSO₄; In methanol; tetrachloromethane; dichloromethane; acetic acid; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1002/jlac.199619961226

upstream raw materials:

1-bromo-6-benzyloxyhexane