(5R,8R)-1-(benzoyloxy)-5,8-dodecanediol cyclic sulfate

Base Information

Chemical Name:(5R,8R)-1-(benzoyloxy)-5,8-dodecanediol cyclic sulfate
CAS No.:142841-67-6
Molecular Formula:C₁₉H₂₈O₆S
Molecular Weight:384.494
Hs Code.:

Synonyms:(5R,8R)-1-(benzoyloxy)-5,8-dodecanediol cyclic sulfate

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Chemical Property of (5R,8R)-1-(benzoyloxy)-5,8-dodecanediol cyclic sulfate

Chemical Property:

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Technology Process of (5R,8R)-1-(benzoyloxy)-5,8-dodecanediol cyclic sulfate

There total 8 articles about (5R,8R)-1-(benzoyloxy)-5,8-dodecanediol cyclic sulfate 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:

: 131618-30-9
(5R,8R)-5,8-Bis<(tert-butyldimethylsilyl)oxy>-1,12-dodecanediol

: 142841-67-6
(5R,8R)-1-(benzoyloxy)-5,8-dodecanediol cyclic sulfate

Guidance literature:: Multi-step reaction with 6 steps

1: 46 percent / 4-(dimethylamino)pyridine / CH₂Cl₂ / 1.5 h / Ambient temperature

2: 92 percent / CBr₄, triphenylphosphine / CH₂Cl₂ / 0.17 h / 0 °C

3: 84 percent / triethylamine, H₂ / 10percent Pd-C / methanol / 1 h / 760 Torr

4: 91 percent / 1 M tetrabutylammonium fluoride / tetrahydrofuran / 2 h / Ambient temperature

5: thionyl chloride, triethylamine / CH₂Cl₂ / Ambient temperature

6: RuCl₃*H₂O, NaIO₄ / CCl₄; acetonitrile; H₂O / 2 h / 0 °C

With dmap; ruthenium trichloride; sodium periodate; thionyl chloride; carbon tetrabromide; tetrabutyl ammonium fluoride; hydrogen; triethylamine; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; water; acetonitrile;
DOI:10.1021/jo00045a034

Reference yield:

: 98-88-4
benzoyl chloride

: 142841-67-6
(5R,8R)-1-(benzoyloxy)-5,8-dodecanediol cyclic sulfate

Guidance literature:: Multi-step reaction with 6 steps

1: 46 percent / 4-(dimethylamino)pyridine / CH₂Cl₂ / 1.5 h / Ambient temperature

2: 92 percent / CBr₄, triphenylphosphine / CH₂Cl₂ / 0.17 h / 0 °C

3: 84 percent / triethylamine, H₂ / 10percent Pd-C / methanol / 1 h / 760 Torr

4: 91 percent / 1 M tetrabutylammonium fluoride / tetrahydrofuran / 2 h / Ambient temperature

5: thionyl chloride, triethylamine / CH₂Cl₂ / Ambient temperature

6: RuCl₃*H₂O, NaIO₄ / CCl₄; acetonitrile; H₂O / 2 h / 0 °C

With dmap; ruthenium trichloride; sodium periodate; thionyl chloride; carbon tetrabromide; tetrabutyl ammonium fluoride; hydrogen; triethylamine; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; water; acetonitrile;
DOI:10.1021/jo00045a034

Reference yield:

: Benzoic acid 4-((4R,7R)-7-butyl-2-oxo-2λ⁴-[1,3,2]dioxathiepan-4-yl)-butyl ester

: 142841-67-6
(5R,8R)-1-(benzoyloxy)-5,8-dodecanediol cyclic sulfate

Guidance literature:: With ruthenium trichloride; sodium periodate; In tetrachloromethane; water; acetonitrile; at 0 ℃; for 2h; Yield given;
DOI:10.1021/jo00045a034