(-)-(2R,4S,5R)-2-Methyl-2-<2-(phenylsulfonyl)ethyl>-4-tosyloxymethyl-5-vinyl-1,3-dioxolane

Base Information

Chemical Name:(-)-(2R,4S,5R)-2-Methyl-2-<2-(phenylsulfonyl)ethyl>-4-tosyloxymethyl-5-vinyl-1,3-dioxolane
CAS No.:121469-45-2
Molecular Formula:C₂₂H₂₆O₇S₂
Molecular Weight:466.576
Hs Code.:

Synonyms:(-)-(2R,4S,5R)-2-Methyl-2-<2-(phenylsulfonyl)ethyl>-4-tosyloxymethyl-5-vinyl-1,3-dioxolane

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Chemical Property of (-)-(2R,4S,5R)-2-Methyl-2-<2-(phenylsulfonyl)ethyl>-4-tosyloxymethyl-5-vinyl-1,3-dioxolane

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Technology Process of (-)-(2R,4S,5R)-2-Methyl-2-<2-(phenylsulfonyl)ethyl>-4-tosyloxymethyl-5-vinyl-1,3-dioxolane

There total 10 articles about (-)-(2R,4S,5R)-2-Methyl-2-<2-(phenylsulfonyl)ethyl>-4-tosyloxymethyl-5-vinyl-1,3-dioxolane 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: 60.0%

: 24731-39-3
4-(phenylsulfonyl)butan-2-one

: 99902-69-9,121469-43-0,121469-44-1,121469-46-3,121469-47-4,133814-95-6
(+/-)-1-Tosyloxypent-4-en-2,3-diol

: 121405-02-5,121469-45-2
(+/-)-(2S,4R,5S)-2-Methyl-2-<2-(phenylsulfonyl)ethyl>-4-tosyloxymethyl-5-vinyl-1,3-dioxolane

Guidance literature:: With PPA; toluene-4-sulfonic acid; In dichloromethane; at -10 ℃; for 504h;
DOI:10.1055/s-1988-27729

Reference yield: 54.0%

: 24731-39-3
4-(phenylsulfonyl)butan-2-one

: 121469-44-1
(+)-(2S,3R)-1-Tosyloxypent-4-en-2,3-diol

: 121469-45-2
(-)-(2R,4S,5R)-2-Methyl-2-<2-(phenylsulfonyl)ethyl>-4-tosyloxymethyl-5-vinyl-1,3-dioxolane

Guidance literature:: With PPA; toluene-4-sulfonic acid; In dichloromethane; at -10 ℃; for 504h;
DOI:10.1055/s-1988-27729

Reference yield:

: 4949-20-6,52192-01-5
(E)-2,4-pentadien-1-ol

: 121405-02-5,121469-45-2
(+/-)-(2S,4R,5S)-2-Methyl-2-<2-(phenylsulfonyl)ethyl>-4-tosyloxymethyl-5-vinyl-1,3-dioxolane

Guidance literature:: Multi-step reaction with 5 steps

1: 61 percent / H₂WO₄, 30percent aq. H₂O₂, NaOAc / methanol / 16 h / Ambient temperature

2: 98 percent / Et₃N, 4-(dimethylamino)pyridine / CH₂Cl₂ / 1.) 0 deg C, 1 h, 2.) room temp., 1 h

3: 94 percent / AlCl₃ / 24 h / Ambient temperature

4: 98 percent / conc. aq. HCl / methanol / 24 h / Ambient temperature

5: 60 percent / p-TsOH, polyphosphoric acid / CH₂Cl₂ / 504 h / -10 °C

With hydrogenchloride; dmap; aluminium trichloride; PPA; dihydrogen peroxide; sodium acetate; toluene-4-sulfonic acid; ortho-tungstic acid; triethylamine; In methanol; dichloromethane;
DOI:10.1055/s-1988-27729