(2E,4S,5S,6S,15R)-4,5-(Isopropylidendioxy)-6-<(phenoxythiocarbonyl)oxy>hexadec-2-en-15-olid

Base Information

Chemical Name:(2E,4S,5S,6S,15R)-4,5-(Isopropylidendioxy)-6-<(phenoxythiocarbonyl)oxy>hexadec-2-en-15-olid
CAS No.:139304-68-0
Molecular Formula:C₂₆H₃₆O₆S
Molecular Weight:476.634
Hs Code.:

Synonyms:(2E,4S,5S,6S,15R)-4,5-(Isopropylidendioxy)-6-<(phenoxythiocarbonyl)oxy>hexadec-2-en-15-olid

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Chemical Property of (2E,4S,5S,6S,15R)-4,5-(Isopropylidendioxy)-6-<(phenoxythiocarbonyl)oxy>hexadec-2-en-15-olid

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Technology Process of (2E,4S,5S,6S,15R)-4,5-(Isopropylidendioxy)-6-<(phenoxythiocarbonyl)oxy>hexadec-2-en-15-olid

There total 8 articles about (2E,4S,5S,6S,15R)-4,5-(Isopropylidendioxy)-6-<(phenoxythiocarbonyl)oxy>hexadec-2-en-15-olid 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: 85.0%

: 139304-67-9
(2E,4S,5S,6S,15R)-6-Hydroxy-4,5-(isopropylidendioxy)hexadec-2-en-15-olid

: 1005-56-7
phenylcarbonochloridothioate

: 139304-68-0
(2E,4S,5S,6S,15R)-4,5-(Isopropylidendioxy)-6-<(phenoxythiocarbonyl)oxy>hexadec-2-en-15-olid

Guidance literature:: With pyridine; In dichloromethane; for 12h; Ambient temperature;
DOI:10.1002/hlca.19910740828

Reference yield:

: 112999-60-7,113083-60-6,139403-91-1,139403-92-2
(3Z,5E,15R)-6-Acetoxy-2-(phenylsulfonyl)hexadeca-3,5-dien-15-olid

: 139304-68-0
(2E,4S,5S,6S,15R)-4,5-(Isopropylidendioxy)-6-<(phenoxythiocarbonyl)oxy>hexadec-2-en-15-olid

Guidance literature:: Multi-step reaction with 7 steps

1: 61 percent / NaN₃, Adogen 464 / benzene; H₂O / 100 h / Ambient temperature

2: 82 percent / hexane / Irradiation

3: 46 percent / CeCl₃*7H₂O, NaBH₄ / methanol / 0.33 h / 0 - 4 °C

4: 86 percent / tert-butylhydroperoxide / VO(acac)2 / toluene / 18 h

5: aq. HClO₄ / dioxane / 12 h / Ambient temperature

6: 61 percent / TsOH*H₂O / 6 h / Ambient temperature

7: 85 percent / pyridine / CH₂Cl₂ / 12 h / Ambient temperature

With pyridine; tert.-butylhydroperoxide; sodium tetrahydroborate; sodium azide; perchloric acid; cerium(III) chloride; adogen 464; bis(acetylacetonate)oxovanadium; toluene-4-sulfonic acid; In 1,4-dioxane; methanol; hexane; dichloromethane; water; toluene; benzene;
DOI:10.1002/hlca.19910740828

Reference yield:

: 139304-55-5
(2Z,4E,15R)-6-Oxohexadeca-2,4-dien-15-olid

: 139304-68-0
(2E,4S,5S,6S,15R)-4,5-(Isopropylidendioxy)-6-<(phenoxythiocarbonyl)oxy>hexadec-2-en-15-olid

Guidance literature:: Multi-step reaction with 6 steps

1: 82 percent / hexane / Irradiation

2: 46 percent / CeCl₃*7H₂O, NaBH₄ / methanol / 0.33 h / 0 - 4 °C

3: 86 percent / tert-butylhydroperoxide / VO(acac)2 / toluene / 18 h

4: aq. HClO₄ / dioxane / 12 h / Ambient temperature

5: 61 percent / TsOH*H₂O / 6 h / Ambient temperature

6: 85 percent / pyridine / CH₂Cl₂ / 12 h / Ambient temperature

With pyridine; tert.-butylhydroperoxide; sodium tetrahydroborate; perchloric acid; cerium(III) chloride; bis(acetylacetonate)oxovanadium; toluene-4-sulfonic acid; In 1,4-dioxane; methanol; hexane; dichloromethane; toluene;
DOI:10.1002/hlca.19910740828