(E)-(3S,4S,5S)-8-Benzyloxymethoxy-1-[1,3]dithian-2-ylidene-3,5-dimethyl-oct-6-en-4-ol

Base Information

Chemical Name:(E)-(3S,4S,5S)-8-Benzyloxymethoxy-1-[1,3]dithian-2-ylidene-3,5-dimethyl-oct-6-en-4-ol
CAS No.:103563-41-3
Molecular Formula:C₂₂H₃₂O₃S₂
Molecular Weight:408.626
Hs Code.:

Synonyms:(E)-(3S,4S,5S)-8-Benzyloxymethoxy-1-[1,3]dithian-2-ylidene-3,5-dimethyl-oct-6-en-4-ol

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Chemical Property of (E)-(3S,4S,5S)-8-Benzyloxymethoxy-1-[1,3]dithian-2-ylidene-3,5-dimethyl-oct-6-en-4-ol

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Technology Process of (E)-(3S,4S,5S)-8-Benzyloxymethoxy-1-[1,3]dithian-2-ylidene-3,5-dimethyl-oct-6-en-4-ol

There total 14 articles about (E)-(3S,4S,5S)-8-Benzyloxymethoxy-1-[1,3]dithian-2-ylidene-3,5-dimethyl-oct-6-en-4-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:

: 103590-67-6
[(2R,3S,4S)-1-[2-Benzyloxymethoxy-eth-(Z)-ylidene]-2,4-dimethyl-3-(tetrahydro-pyran-2-yloxy)-hex-5-enyl]-trimethyl-silane

: 103563-41-3
(E)-(3S,4S,5S)-8-Benzyloxymethoxy-1-[1,3]dithian-2-ylidene-3,5-dimethyl-oct-6-en-4-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) dicyclohexyl borane, 2.) H₂O₂ / 1.) THF, 0 deg C

2: (COCl)2, DMSO, Et₃N / CH₂Cl₂ / -78 °C

3: HCl / dioxane / Ambient temperature

4: KH / 1,2-dimethoxy-ethane / 0.5 h / Ambient temperature

5: 0.5N NaOH / methanol / 3 h / Ambient temperature

With hydrogenchloride; sodium hydroxide; oxalyl dichloride; bis(cyclohexanyl)borane; dihydrogen peroxide; potassium hydride; dimethyl sulfoxide; triethylamine; In 1,4-dioxane; methanol; 1,2-dimethoxyethane; dichloromethane;
DOI:10.1021/ja00277a028

Reference yield:

: 103563-67-3
(Z)-(3S,4S,5R)-8-Benzyloxymethoxy-3,5-dimethyl-4-(tetrahydro-pyran-2-yloxy)-6-trimethylsilanyl-oct-6-en-1-ol

: 103563-41-3
(E)-(3S,4S,5S)-8-Benzyloxymethoxy-1-[1,3]dithian-2-ylidene-3,5-dimethyl-oct-6-en-4-ol

Guidance literature:: Multi-step reaction with 4 steps

1: (COCl)2, DMSO, Et₃N / CH₂Cl₂ / -78 °C

2: HCl / dioxane / Ambient temperature

3: KH / 1,2-dimethoxy-ethane / 0.5 h / Ambient temperature

4: 0.5N NaOH / methanol / 3 h / Ambient temperature

With hydrogenchloride; sodium hydroxide; oxalyl dichloride; potassium hydride; dimethyl sulfoxide; triethylamine; In 1,4-dioxane; methanol; 1,2-dimethoxyethane; dichloromethane;
DOI:10.1021/ja00277a028

Reference yield:

: 103563-37-7
(3S,4S,5R)-(Z)-8-<(benzyloxy)methoxy>-3,5-dimethyl-3-(trimethylsilyl)-1,6-octadien-4-ol

: 103563-41-3
(E)-(3S,4S,5S)-8-Benzyloxymethoxy-1-[1,3]dithian-2-ylidene-3,5-dimethyl-oct-6-en-4-ol

Guidance literature:: Multi-step reaction with 6 steps

1: 94 percent / PPTS / CH₂Cl₂ / Ambient temperature

2: 1.) dicyclohexyl borane, 2.) H₂O₂ / 1.) THF, 0 deg C

3: (COCl)2, DMSO, Et₃N / CH₂Cl₂ / -78 °C

4: HCl / dioxane / Ambient temperature

5: KH / 1,2-dimethoxy-ethane / 0.5 h / Ambient temperature

6: 0.5N NaOH / methanol / 3 h / Ambient temperature

With hydrogenchloride; sodium hydroxide; oxalyl dichloride; bis(cyclohexanyl)borane; dihydrogen peroxide; pyridinium p-toluenesulfonate; potassium hydride; dimethyl sulfoxide; triethylamine; In 1,4-dioxane; methanol; 1,2-dimethoxyethane; dichloromethane;
DOI:10.1021/ja00277a028