6(S),9(S)-dibenzoyloxy-7(S),8(S)-tetradecadienol

Base Information

• Chemical Name: 6(S),9(S)-dibenzoyloxy-7(S),8(S)-tetradecadienol
• CAS No.: 125029-01-8
• Molecular Formula: C₂₈H₃₈O₆
• Molecular Weight: 470.606
• Mol file: 125029-01-8.mol

Synonyms:6(S),9(S)-dibenzoyloxy-7(S),8(S)-tetradecadienol

Chemical Property of 6(S),9(S)-dibenzoyloxy-7(S),8(S)-tetradecadienol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6(S),9(S)-dibenzoyloxy-7(S),8(S)-tetradecadienol

There total 3 articles about 6(S),9(S)-dibenzoyloxy-7(S),8(S)-tetradecadienol 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: 76.0%

6(S),9(S)-dibenzoyloxy-7(R),8(R)-O-methylethylidene-7,8-tetradecanediol (125010-81-3) → 6(S),9(S)-dibenzoyloxy-7(S),8(S)-tetradecadienol (125029-01-8)

Guidance literature:

With trifluoroacetic acid; In water; at -5 ℃; for 0.25h;

DOI:10.1016/S0040-4020(01)80067-3

Reference yield:

1,2:5,6-dianhydro-3,4-O-methylethylidene-L-iditol (63699-97-8) → 6(S),9(S)-dibenzoyloxy-7(S),8(S)-tetradecadienol (125029-01-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) CuBr*SMe₂ / 1.) Et₂O, -45 deg C, 2 h, 2.) Et₂O, THF, RT, 1 h

2: pyridine / 1.5 h / 0 - 20 °C

3: 76 percent / 90percent aq. TFA / 1 h / 0 °C

With pyridine; copper(I) bromide dimethylsulfide complex; trifluoroacetic acid;

DOI:10.1016/S0957-4166(00)86245-X

Reference yield:

benzoyl chloride (98-88-4) → 6(S),9(S)-dibenzoyloxy-7(S),8(S)-tetradecadienol (125029-01-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) CuI / 1.) THF, hexane, Et₂O, 3 h , -25 deg C; 2.) THF, hexane, Et₂O, 30 min, 0 deg C

2: 76 percent / TFA / H₂O / 0.25 h / -5 °C

With copper(l) iodide; trifluoroacetic acid; In water;

DOI:10.1016/S0040-4020(01)80067-3

upstream raw materials:

6(S),9(S)-dibenzoyloxy-7(R),8(R)-O-methylethylidene-7,8-tetradecanediol

1,2:5,6-dianhydro-3,4-O-methylethylidene-L-iditol

benzoyl chloride

Downstream raw materials:

(-)(2S)(benzoyloxy)heptanal

4(S)-benzoyloxy-2(E)-nonenal

Benzoic acid (S)-1-((E)-3,3-dimethoxy-propenyl)-hexyl ester

methyl 13(S)-(benzoyloxy)octadeca-9(Z),11(E)-dienoate