(-)-(11S,12S,13S)-11-p-Bromobenzoyloxy-12,13-epoxyoctadecadi-9,15-yn-1-ol

Base Information

Chemical Name:(-)-(11S,12S,13S)-11-p-Bromobenzoyloxy-12,13-epoxyoctadecadi-9,15-yn-1-ol
CAS No.:125112-06-3
Molecular Formula:C₂₅H₃₁BrO₄
Molecular Weight:475.423
Hs Code.:

Synonyms:(-)-(11S,12S,13S)-11-p-Bromobenzoyloxy-12,13-epoxyoctadecadi-9,15-yn-1-ol

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Chemical Property of (-)-(11S,12S,13S)-11-p-Bromobenzoyloxy-12,13-epoxyoctadecadi-9,15-yn-1-ol

Chemical Property:

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Technology Process of (-)-(11S,12S,13S)-11-p-Bromobenzoyloxy-12,13-epoxyoctadecadi-9,15-yn-1-ol

There total 17 articles about (-)-(11S,12S,13S)-11-p-Bromobenzoyloxy-12,13-epoxyoctadecadi-9,15-yn-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%

: 130893-26-4
1-<(Tetrahydro-2H-pyran-2-yl)oxy>-(11S,12S,13S)-11-p-bromobenzoyloxy-12,13-epoxyoctadecadi-9,15-yne

: 125112-06-3
(-)-(11S,12S,13S)-11-p-Bromobenzoyloxy-12,13-epoxyoctadecadi-9,15-yn-1-ol

Guidance literature:: pyridinium p-toluenesulfonate; In ethanol; for 0.5h; Heating;
DOI:10.1016/S0040-4020(01)87778-4

Reference yield:

: 19754-58-6
2-dec-9-ynyloxy-tetrahydro-pyran

: 125112-06-3
(-)-(11S,12S,13S)-11-p-Bromobenzoyloxy-12,13-epoxyoctadecadi-9,15-yn-1-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 1) n-BuLi / 1) -78 deg C, 30 min, THF, 2) r.t.,3h

2: 0.53 g / TIP, (+)-DIPT, TBHP / CH₂Cl₂

3: 74 percent / NEt₃ / DMAP / CH₂Cl₂ / 2 h / Ambient temperature

4: 80 percent / PPTS / ethanol / 0.5 h / Heating

With tert.-butylhydroperoxide; n-butyllithium; L-(+)-diisopropyl tartrate; isobutyltriphenylphosphonium bromide; triethylamine; dmap; pyridinium p-toluenesulfonate; In ethanol; dichloromethane;
DOI:10.1016/S0040-4020(01)87778-4

Reference yield:

: 81729-08-0
(2E)-2-Octen-5-in-1-ol

: 125112-06-3
(-)-(11S,12S,13S)-11-p-Bromobenzoyloxy-12,13-epoxyoctadecadi-9,15-yn-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 80 percent / PCC / CH₂Cl₂ / Ambient temperature

2: 1) n-BuLi / 1) -78 deg C, 30 min, THF, 2) r.t.,3h

3: 0.53 g / TIP, (+)-DIPT, TBHP / CH₂Cl₂

4: 74 percent / NEt₃ / DMAP / CH₂Cl₂ / 2 h / Ambient temperature

5: 80 percent / PPTS / ethanol / 0.5 h / Heating

With tert.-butylhydroperoxide; n-butyllithium; L-(+)-diisopropyl tartrate; isobutyltriphenylphosphonium bromide; triethylamine; pyridinium chlorochromate; dmap; pyridinium p-toluenesulfonate; In ethanol; dichloromethane;
DOI:10.1016/S0040-4020(01)87778-4