Methanesulfonic acid (3R,5S)-5-(tert-butyl-diphenyl-silanyloxymethyl)-4-methylene-tetrahydro-furan-3-yl ester

Base Information

Chemical Name:Methanesulfonic acid (3R,5S)-5-(tert-butyl-diphenyl-silanyloxymethyl)-4-methylene-tetrahydro-furan-3-yl ester
CAS No.:292864-87-0
Molecular Formula:C₂₃H₃₀O₅SSi
Molecular Weight:446.64
Hs Code.:

Synonyms:Methanesulfonic acid (3R,5S)-5-(tert-butyl-diphenyl-silanyloxymethyl)-4-methylene-tetrahydro-furan-3-yl ester

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Chemical Property of Methanesulfonic acid (3R,5S)-5-(tert-butyl-diphenyl-silanyloxymethyl)-4-methylene-tetrahydro-furan-3-yl ester

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Technology Process of Methanesulfonic acid (3R,5S)-5-(tert-butyl-diphenyl-silanyloxymethyl)-4-methylene-tetrahydro-furan-3-yl ester

There total 6 articles about Methanesulfonic acid (3R,5S)-5-(tert-butyl-diphenyl-silanyloxymethyl)-4-methylene-tetrahydro-furan-3-yl 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: 83.0%

: 124-63-0
methanesulfonyl chloride

: 292864-77-8
(3R,5S)-5-{{[(tert-butyl)diphenylsilyl]oxy}methyl}tetrahdyro-4-methylidenefuran-3-ol

: 292864-87-0
Methanesulfonic acid (3R,5S)-5-(tert-butyl-diphenyl-silanyloxymethyl)-4-methylene-tetrahydro-furan-3-yl ester

Guidance literature:: With triethylamine; In dichloromethane; at 0 ℃; for 3h;
DOI:10.1002/1522-2675(20000705)83:7<1398::AID-HLCA1398>3.0.CO;2-I

Reference yield:

: 20590-54-9
1,2-O-isopropylidene-5-O-(triphenylmethyl)-α-D-erythro-pentofuranos-3-ulose

: 292864-87-0
Methanesulfonic acid (3R,5S)-5-(tert-butyl-diphenyl-silanyloxymethyl)-4-methylene-tetrahydro-furan-3-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 89 percent / NaH / dimethylsulfoxide / 0.5 h / 20 °C

2: 78 percent / HCl; water / methanol; dioxane / 2 h / Heating

3: 78 percent / Me₃SiCl; hexamethyldisilazane / 17 h / Heating

4: 84 percent / pyridine

5: 83 percent / Et₃N / CH₂Cl₂ / 3 h / 0 °C

With pyridine; hydrogenchloride; chloro-trimethyl-silane; water; sodium hydride; triethylamine; 1,1,1,3,3,3-hexamethyl-disilazane; In 1,4-dioxane; methanol; dichloromethane; dimethyl sulfoxide; 1: Condensation / 2: Hydrolysis / 3: demethoxylation / 4: silylation / 5: mesylation;
DOI:10.1002/1522-2675(20000705)83:7<1398::AID-HLCA1398>3.0.CO;2-I

Reference yield:

: 20590-53-8
1,2-O-isopropylidene-5-O-trityl-α-D-xylofuranose

: 292864-87-0
Methanesulfonic acid (3R,5S)-5-(tert-butyl-diphenyl-silanyloxymethyl)-4-methylene-tetrahydro-furan-3-yl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 67 percent / P₂O₅ / dimethylsulfoxide / 20 h / 30 °C

2: 89 percent / NaH / dimethylsulfoxide / 0.5 h / 20 °C

3: 78 percent / HCl; water / methanol; dioxane / 2 h / Heating

4: 78 percent / Me₃SiCl; hexamethyldisilazane / 17 h / Heating

5: 84 percent / pyridine

6: 83 percent / Et₃N / CH₂Cl₂ / 3 h / 0 °C

With pyridine; hydrogenchloride; chloro-trimethyl-silane; water; phosphorus pentoxide; sodium hydride; triethylamine; 1,1,1,3,3,3-hexamethyl-disilazane; In 1,4-dioxane; methanol; dichloromethane; dimethyl sulfoxide; 1: Oxidation / 2: Condensation / 3: Hydrolysis / 4: demethoxylation / 5: silylation / 6: mesylation;
DOI:10.1002/1522-2675(20000705)83:7<1398::AID-HLCA1398>3.0.CO;2-I