toluene-4-sulfonic acid (2'R,3'S)-3'-but-3-enylxytetrahydropyran-2'-ylmethyl ester

Base Information

Chemical Name:toluene-4-sulfonic acid (2'R,3'S)-3'-but-3-enylxytetrahydropyran-2'-ylmethyl ester
CAS No.:176738-52-6
Molecular Formula:C₁₇H₂₄O₅S
Molecular Weight:340.441
Hs Code.:

Synonyms:toluene-4-sulfonic acid (2'R,3'S)-3'-but-3-enylxytetrahydropyran-2'-ylmethyl ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of toluene-4-sulfonic acid (2'R,3'S)-3'-but-3-enylxytetrahydropyran-2'-ylmethyl ester

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Technology Process of toluene-4-sulfonic acid (2'R,3'S)-3'-but-3-enylxytetrahydropyran-2'-ylmethyl ester

There total 12 articles about toluene-4-sulfonic acid (2'R,3'S)-3'-but-3-enylxytetrahydropyran-2'-ylmethyl ester 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: 92.0%

: 98-59-9
p-toluenesulfonyl chloride

: 234111-38-7
(2'R,3'S)-(3'-but-3-enyloxytetrahydropyran-2'-yl)methanol

: 176738-52-6
toluene-4-sulfonic acid (2'R,3'S)-3'-but-3-enylxytetrahydropyran-2'-ylmethyl ester

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 0 - 25 ℃;
DOI:10.1021/jo9901438

Reference yield: 80.0%

: 176738-51-5
Toluene-4-sulfonic acid (2R,3S)-3-methanesulfonylmethoxy-tetrahydro-pyran-2-ylmethyl ester

: 762-72-1
allyl-trimethyl-silane

: 176738-52-6
toluene-4-sulfonic acid (2'R,3'S)-3'-but-3-enylxytetrahydropyran-2'-ylmethyl ester

Guidance literature:: With aluminium trichloride; In dichloromethane; at -78 - 20 ℃; for 6h;
DOI:10.1016/0040-4039(96)00408-X

Reference yield:

: 125901-90-8
(2R,3S)-2-(hydroxymethyl)-3,6-dihydro-2H-pyran-3-ol

: 176738-52-6
toluene-4-sulfonic acid (2'R,3'S)-3'-but-3-enylxytetrahydropyran-2'-ylmethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 99 percent / hydrogen / 10percent Pd/C / methanol / 8 h

2: 77 percent / Et₃N, DMAP / CH₂Cl₂ / 8 h / 0 °C

3: 80 percent / Ac₂O / acetic acid / 48 h / 25 °C

4: 100 percent / NaIO₄, RuCl₃ / acetonitrile; CCl₄; H₂O / 0.25 h / 25 °C

5: 80 percent / AlCl₃ / CH₂Cl₂ / 6 h / -78 - 20 °C

With dmap; ruthenium trichloride; sodium periodate; aluminium trichloride; hydrogen; acetic anhydride; triethylamine; palladium on activated charcoal; In methanol; tetrachloromethane; dichloromethane; water; acetic acid; acetonitrile;
DOI:10.1016/0040-4039(96)00408-X