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

Base Information

Chemical Name:1-<(Tetrahydro-2H-pyran-2-yl)oxy>-(11S,12S,13S)-11-p-bromobenzoyloxy-12,13-epoxyoctadecadi-9,15-yne
CAS No.:130893-26-4
Molecular Formula:C₃₀H₃₉BrO₅
Molecular Weight:559.541
Hs Code.:

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

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Chemical Property of 1-<(Tetrahydro-2H-pyran-2-yl)oxy>-(11S,12S,13S)-11-p-bromobenzoyloxy-12,13-epoxyoctadecadi-9,15-yne

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Technology Process of 1-<(Tetrahydro-2H-pyran-2-yl)oxy>-(11S,12S,13S)-11-p-bromobenzoyloxy-12,13-epoxyoctadecadi-9,15-yne

There total 14 articles about 1-<(Tetrahydro-2H-pyran-2-yl)oxy>-(11S,12S,13S)-11-p-bromobenzoyloxy-12,13-epoxyoctadecadi-9,15-yne 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: 74.0%

: 125112-05-2
1-<(Tetrahydro-2H-pyran-2-yl)oxy>-(11S,12S,13S)-11-hydroxy-12,13-epoxyoctadi-9,15-yne

: 586-75-4
4-chlorobenzoyl chloride

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

Guidance literature:: With triethylamine; dmap; In dichloromethane; for 2h; Ambient temperature;
DOI:10.1016/S0040-4020(01)87778-4

Reference yield:

: 35378-76-8
octa-2,5-diyn-1-ol

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

Guidance literature:: Multi-step reaction with 5 steps

1: 1.7 g / LiAlH₄ / diethyl ether / 12 h / 25 °C

2: 80 percent / PCC / CH₂Cl₂ / Ambient temperature

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

4: 0.53 g / TIP, (+)-DIPT, TBHP / CH₂Cl₂

5: 74 percent / NEt₃ / DMAP / CH₂Cl₂ / 2 h / Ambient temperature

With tert.-butylhydroperoxide; lithium aluminium tetrahydride; n-butyllithium; L-(+)-diisopropyl tartrate; isobutyltriphenylphosphonium bromide; triethylamine; pyridinium chlorochromate; dmap; In diethyl ether; dichloromethane;
DOI:10.1016/S0040-4020(01)87778-4

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 4 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

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