(2S,5R/S,6E,8E,10E)-5,12-[Bis(benzoyloxy)]-2,8,10-trimethyldodeca-6,8,10-trien-1-ol

Base Information

Chemical Name:(2S,5R/S,6E,8E,10E)-5,12-[Bis(benzoyloxy)]-2,8,10-trimethyldodeca-6,8,10-trien-1-ol
CAS No.:206998-52-9
Molecular Formula:C₂₉H₃₄O₅
Molecular Weight:462.586
Hs Code.:

Synonyms:(2S,5R/S,6E,8E,10E)-5,12-[Bis(benzoyloxy)]-2,8,10-trimethyldodeca-6,8,10-trien-1-ol

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Chemical Property of (2S,5R/S,6E,8E,10E)-5,12-[Bis(benzoyloxy)]-2,8,10-trimethyldodeca-6,8,10-trien-1-ol

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Technology Process of (2S,5R/S,6E,8E,10E)-5,12-[Bis(benzoyloxy)]-2,8,10-trimethyldodeca-6,8,10-trien-1-ol

There total 9 articles about (2S,5R/S,6E,8E,10E)-5,12-[Bis(benzoyloxy)]-2,8,10-trimethyldodeca-6,8,10-trien-1-ol 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: 80.0%

: 206998-51-8
(2E,4E,6E,8R/S,11S)-1,8-[Bis(benzoyloxy)]-12-[(tetrahydropyran)-2-yloxy]-3,5,11-trimethyldodeca-2,4,6-triene

: 206998-52-9
(2S,5R/S,6E,8E,10E)-5,12-[Bis(benzoyloxy)]-2,8,10-trimethyldodeca-6,8,10-trien-1-ol

Guidance literature:: With toluene-4-sulfonic acid; In methanol; for 2.5h; Ambient temperature;
DOI:10.1055/s-1998-5936

Reference yield: 34.0%

: 206998-51-8
(2E,4E,6E,8R/S,11S)-1,8-[Bis(benzoyloxy)]-12-[(tetrahydropyran)-2-yloxy]-3,5,11-trimethyldodeca-2,4,6-triene

: Benzoic acid (2E,4E,6E)-3,5-dimethyl-7-((2R,5S)-5-methyl-tetrahydro-pyran-2-yl)-hepta-2,4,6-trienyl ester

: 206998-52-9
(2S,5R/S,6E,8E,10E)-5,12-[Bis(benzoyloxy)]-2,8,10-trimethyldodeca-6,8,10-trien-1-ol

Guidance literature:: With toluene-4-sulfonic acid; In methanol; for 5h; Ambient temperature;
DOI:10.1055/s-1998-5936

Reference yield:

: 206998-23-4
(E)-(S)-4-Methyl-5-(tetrahydro-pyran-2-yloxy)-pent-2-enoic acid methyl ester

: 206998-52-9
(2S,5R/S,6E,8E,10E)-5,12-[Bis(benzoyloxy)]-2,8,10-trimethyldodeca-6,8,10-trien-1-ol

Guidance literature:: Multi-step reaction with 6 steps

1: H₂ / 5percent Pd/C / ethyl acetate / 1 h / Ambient temperature

2: 93 percent / LiAlH₄ / diethyl ether / 4 h / Ambient temperature

3: 1.) oxalyl chloride, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -55 deg C, 1 h, 2.) CH₂Cl₂, 5 min

5: 83 percent / DMAP, Et₃N / CH₂Cl₂ / 1.) 0 deg C, 2 h, 2.) r.t., 6 h

6: 34 percent / TsOH / methanol / 5 h / Ambient temperature

With dmap; lithium aluminium tetrahydride; oxalyl dichloride; hydrogen; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In methanol; diethyl ether; dichloromethane; ethyl acetate;
DOI:10.1055/s-1998-5936