(3aS,4S,6S,6aR)-6-<2-(dimethyl-t-butylsilyloxy)ethyl>-4,5,6,6a-tetrahydro-2,2-dimethyl-3aH-cyclopenta-1,3-dioxol-4-yl toluene-p-sulphonate

Base Information

Chemical Name:(3aS,4S,6S,6aR)-6-<2-(dimethyl-t-butylsilyloxy)ethyl>-4,5,6,6a-tetrahydro-2,2-dimethyl-3aH-cyclopenta-1,3-dioxol-4-yl toluene-p-sulphonate
CAS No.:119833-78-2
Molecular Formula:C₂₃H₃₈O₆SSi
Molecular Weight:470.703
Hs Code.:

Synonyms:(3aS,4S,6S,6aR)-6-<2-(dimethyl-t-butylsilyloxy)ethyl>-4,5,6,6a-tetrahydro-2,2-dimethyl-3aH-cyclopenta-1,3-dioxol-4-yl toluene-p-sulphonate

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Chemical Property of (3aS,4S,6S,6aR)-6-<2-(dimethyl-t-butylsilyloxy)ethyl>-4,5,6,6a-tetrahydro-2,2-dimethyl-3aH-cyclopenta-1,3-dioxol-4-yl toluene-p-sulphonate

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Technology Process of (3aS,4S,6S,6aR)-6-<2-(dimethyl-t-butylsilyloxy)ethyl>-4,5,6,6a-tetrahydro-2,2-dimethyl-3aH-cyclopenta-1,3-dioxol-4-yl toluene-p-sulphonate

There total 4 articles about (3aS,4S,6S,6aR)-6-<2-(dimethyl-t-butylsilyloxy)ethyl>-4,5,6,6a-tetrahydro-2,2-dimethyl-3aH-cyclopenta-1,3-dioxol-4-yl toluene-p-sulphonate 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: 95.0%

: 119833-77-1
(3aS,4S,6S,6aR)-6-<2-(dimethyl-t-butylsiloxy)ethyl>-4,5,6,6a-tetrahydro-2,2-dimethyl-3aH-cyclopenta-1,3-dioxol-4-ol

: 98-59-9
p-toluenesulfonyl chloride

: 119833-78-2
(3aS,4S,6S,6aR)-6-<2-(dimethyl-t-butylsilyloxy)ethyl>-4,5,6,6a-tetrahydro-2,2-dimethyl-3aH-cyclopenta-1,3-dioxol-4-yl toluene-p-sulphonate

Guidance literature:: With pyridine; at 0 ℃; for 18h;
DOI:10.1039/P19880002927

Reference yield:

: 150132-27-7
(1S,2S,3R,4S)-4-(2'-hydroxyethyl)-2,3-(O-isopropylidene)cyclopentane-1,2,3-triol

: 119833-78-2
(3aS,4S,6S,6aR)-6-<2-(dimethyl-t-butylsilyloxy)ethyl>-4,5,6,6a-tetrahydro-2,2-dimethyl-3aH-cyclopenta-1,3-dioxol-4-yl toluene-p-sulphonate

Guidance literature:: Multi-step reaction with 2 steps

1: 4-dimethylaminopyridine, Et₃N / CH₂Cl₂ / 15 h / 0 °C

2: 95 percent / pyridine / 18 h / 0 °C

With pyridine; dmap; triethylamine; In dichloromethane;
DOI:10.1039/P19880002927

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 119833-78-2
(3aS,4S,6S,6aR)-6-<2-(dimethyl-t-butylsilyloxy)ethyl>-4,5,6,6a-tetrahydro-2,2-dimethyl-3aH-cyclopenta-1,3-dioxol-4-yl toluene-p-sulphonate

Guidance literature:: Multi-step reaction with 2 steps

1: 4-dimethylaminopyridine, Et₃N / CH₂Cl₂ / 15 h / 0 °C

2: 95 percent / pyridine / 18 h / 0 °C

With pyridine; dmap; triethylamine; In dichloromethane;
DOI:10.1039/P19880002927