((4S,5R)-5-((R)-2-hydroxypropyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl 4-methylbenzenesulfonate

Base Information

Chemical Name:((4S,5R)-5-((R)-2-hydroxypropyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl 4-methylbenzenesulfonate
CAS No.:1334848-81-5
Molecular Formula:C₁₆H₂₄O₆S
Molecular Weight:344.429
Hs Code.:

Synonyms:((4S,5R)-5-((R)-2-hydroxypropyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl 4-methylbenzenesulfonate

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Chemical Property of ((4S,5R)-5-((R)-2-hydroxypropyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl 4-methylbenzenesulfonate

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Technology Process of ((4S,5R)-5-((R)-2-hydroxypropyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl 4-methylbenzenesulfonate

There total 11 articles about ((4S,5R)-5-((R)-2-hydroxypropyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl 4-methylbenzenesulfonate 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: 83.0%

: ((4S,5R)-5-{(R)-2-[(4-methoxybenzyl)oxy]propyl}-2,2-dimethyl-1,3-dioxolan-4-yl)methanol

: 98-59-9
p-toluenesulfonyl chloride

: 1334848-81-5
((4S,5R)-5-((R)-2-hydroxypropyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl 4-methylbenzenesulfonate

Guidance literature:: ((4S,5R)-5-{(R)-2-[(4-methoxybenzyl)oxy]propyl}-2,2-dimethyl-1,3-dioxolan-4-yl)methanol; With dmap; triethylamine; In dichloromethane; at 20 ℃; for 0.166667h; Inert atmosphere;

p-toluenesulfonyl chloride; In dichloromethane; at 20 ℃; for 3h; Inert atmosphere;

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water; at 20 ℃; for 1h; Inert atmosphere;
DOI:10.1002/ejoc.201600625

Reference yield:

: 1334848-83-7
C₂₂H₃₈O₆SSi

: 1334848-81-5
((4S,5R)-5-((R)-2-hydroxypropyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl 4-methylbenzenesulfonate

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 2h; Inert atmosphere;
DOI:10.1016/j.tetasy.2011.06.015

Reference yield:

: (4R,5S)-4-{(R)-2-[(4-methoxybenzyl)oxy]propyl}-2,2-dimethyl-5-vinyl-1,3-dioxolane

: 1334848-81-5
((4S,5R)-5-((R)-2-hydroxypropyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl 4-methylbenzenesulfonate

Guidance literature:: Multi-step reaction with 2 steps

1.1: osmium(VIII) oxide; sodium periodate / water; 1,4-dioxane / 12 h / 20 °C / Inert atmosphere

1.2: 0.5 h / 20 °C / Inert atmosphere

2.1: triethylamine; dmap / dichloromethane / 0.17 h / 20 °C / Inert atmosphere

2.2: 3 h / 20 °C / Inert atmosphere

2.3: 1 h / 20 °C / Inert atmosphere

With dmap; sodium periodate; osmium(VIII) oxide; triethylamine; In 1,4-dioxane; dichloromethane; water;
DOI:10.1002/ejoc.201600625