3,11-di(benzyl)oxy-1-hydroxy-9-oxohexadecane-9-ethylenedithioacetal

Base Information

Chemical Name:3,11-di(benzyl)oxy-1-hydroxy-9-oxohexadecane-9-ethylenedithioacetal
CAS No.:96854-57-8
Molecular Formula:C₃₂H₄₈O₃S₂
Molecular Weight:544.863
Hs Code.:

Synonyms:

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Chemical Property of 3,11-di(benzyl)oxy-1-hydroxy-9-oxohexadecane-9-ethylenedithioacetal

Chemical Property:

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Technology Process of 3,11-di(benzyl)oxy-1-hydroxy-9-oxohexadecane-9-ethylenedithioacetal

There total 11 articles about 3,11-di(benzyl)oxy-1-hydroxy-9-oxohexadecane-9-ethylenedithioacetal 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:

: 96854-56-7
2-(2-Benzyloxy-heptyl)-2-(6-benzyloxy-8-trityloxy-octyl)-[1,3]dithiolane

: 96854-57-8
3,11-di(benzyl)oxy-1-hydroxy-9-oxohexadecane-9-ethylenedithioacetal

Guidance literature:: With toluene-4-sulfonic acid; In methanol; chloroform; at 20 ℃; for 2.5h; Yield given;
DOI:10.1080/00021369.1985.10866672

Reference yield:

: 64670-06-0
methyl (+/-)-8-bromo-3-oxooctanoate

: 96854-57-8
3,11-di(benzyl)oxy-1-hydroxy-9-oxohexadecane-9-ethylenedithioacetal

Guidance literature:: Multi-step reaction with 9 steps

1: NaBH₄ / methanol / 1 h / 0 °C

2: 1 M DIBAL / tetrahydrofuran; hexane / 1 h / -20 °C

3: p-TsOH / dioxane / 1 h / 20 °C

4: 1.) Mg, I₂ / 1. ) THF, 20 min, reflux; 2.) THF, -10 deg C to RT, 45 min

5: 69.6 percent / pyridinium dichromate / dimethylformamide / 18 h / Ambient temperature

6: 62.8 percent / BF₃*etherate / CH₂Cl₂ / 18 h / Ambient temperature

7: 96.9 percent / 4-dimethylaminopyridine, triethylamine / CH₂Cl₂ / 18 h / Ambient temperature

8: 60 percent NaH, Bu₄NI / tetrahydrofuran / RT, 1.5 h; 2 d

9: p-TsOH / methanol; CHCl₃ / 2.5 h / 20 °C

With dmap; sodium tetrahydroborate; dipyridinium dichromate; boron trifluoride diethyl etherate; iodine; tetra-(n-butyl)ammonium iodide; sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; magnesium; triethylamine; In tetrahydrofuran; 1,4-dioxane; methanol; hexane; dichloromethane; chloroform; N,N-dimethyl-formamide;
DOI:10.1080/00021369.1985.10866672

Reference yield:

: 96854-42-1
8-Bromo-octane-1,3-diol

: 96854-57-8
3,11-di(benzyl)oxy-1-hydroxy-9-oxohexadecane-9-ethylenedithioacetal

Guidance literature:: Multi-step reaction with 7 steps

1: p-TsOH / dioxane / 1 h / 20 °C

2: 1.) Mg, I₂ / 1. ) THF, 20 min, reflux; 2.) THF, -10 deg C to RT, 45 min

3: 69.6 percent / pyridinium dichromate / dimethylformamide / 18 h / Ambient temperature

4: 62.8 percent / BF₃*etherate / CH₂Cl₂ / 18 h / Ambient temperature

5: 96.9 percent / 4-dimethylaminopyridine, triethylamine / CH₂Cl₂ / 18 h / Ambient temperature

6: 60 percent NaH, Bu₄NI / tetrahydrofuran / RT, 1.5 h; 2 d

7: p-TsOH / methanol; CHCl₃ / 2.5 h / 20 °C

With dmap; dipyridinium dichromate; boron trifluoride diethyl etherate; iodine; tetra-(n-butyl)ammonium iodide; sodium hydride; toluene-4-sulfonic acid; magnesium; triethylamine; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; chloroform; N,N-dimethyl-formamide;
DOI:10.1080/00021369.1985.10866672