2-(((3aR,4R,6S,6aR)-6-(tert-butyldimethylsilyloxy)-2,2-dimethyl-tetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)methoxy)ethyl 4-methylbenzenesulfonate

Base Information

Chemical Name:2-(((3aR,4R,6S,6aR)-6-(tert-butyldimethylsilyloxy)-2,2-dimethyl-tetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)methoxy)ethyl 4-methylbenzenesulfonate
CAS No.:1352447-47-2
Molecular Formula:C₂₄H₄₀O₇SSi
Molecular Weight:500.729
Hs Code.:

2-(((3aR,4R,6S,6aR)-6-(tert-butyldimethylsilyloxy)-2,2-dimethyl-tetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)methoxy)ethyl 4-methylbenzenesulfonate

Synonyms:2-(((3aR,4R,6S,6aR)-6-(tert-butyldimethylsilyloxy)-2,2-dimethyl-tetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)methoxy)ethyl 4-methylbenzenesulfonate

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Chemical Property of 2-(((3aR,4R,6S,6aR)-6-(tert-butyldimethylsilyloxy)-2,2-dimethyl-tetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)methoxy)ethyl 4-methylbenzenesulfonate

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Technology Process of 2-(((3aR,4R,6S,6aR)-6-(tert-butyldimethylsilyloxy)-2,2-dimethyl-tetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)methoxy)ethyl 4-methylbenzenesulfonate

There total 11 articles about 2-(((3aR,4R,6S,6aR)-6-(tert-butyldimethylsilyloxy)-2,2-dimethyl-tetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)methoxy)ethyl 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%

: 1352447-45-0
2-(((3aR,4R,6S,6aR)-6-(tert-butyldimethylsilyloxy)-2,2-dimethyl-tetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)methoxy)ethanol

: 98-59-9
p-toluenesulfonyl chloride

: 1352447-47-2
2-(((3aR,4R,6S,6aR)-6-(tert-butyldimethylsilyloxy)-2,2-dimethyl-tetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)methoxy)ethyl 4-methylbenzenesulfonate

Guidance literature:: With 1,4-diaza-bicyclo[2.2.2]octane; triethylamine; In dichloromethane; at 20 ℃; for 0.5h;
DOI:10.1016/j.tet.2011.10.063

Reference yield:

: 1352447-43-8
((3aR,4S,6R,6aR)-6-(allyloxymethyl)-2,2-dimethyl-tetrahydro-3aH-cyclopenta-[d][1,3]dioxol-4-yloxy)(tert-butyl)dimethylsilane

: 1352447-47-2
2-(((3aR,4R,6S,6aR)-6-(tert-butyldimethylsilyloxy)-2,2-dimethyl-tetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)methoxy)ethyl 4-methylbenzenesulfonate

Guidance literature:: Multi-step reaction with 4 steps

1.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / tetrahydrofuran; water / 20 °C

2.1: sodium periodate / methanol; water / 3 h / 20 °C

3.1: sodium tetrahydroborate / methanol; water / 0.5 h / 0 °C

3.2: Saturated solution

4.1: 1,4-diaza-bicyclo[2.2.2]octane; triethylamine / dichloromethane / 0.5 h / 20 °C

With 1,4-diaza-bicyclo[2.2.2]octane; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; 4-methylmorpholine N-oxide; triethylamine; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1016/j.tet.2011.10.063

Reference yield:

: C₁₆H₃₂O₅Si

: 1352447-47-2
2-(((3aR,4R,6S,6aR)-6-(tert-butyldimethylsilyloxy)-2,2-dimethyl-tetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)methoxy)ethyl 4-methylbenzenesulfonate

Guidance literature:: Multi-step reaction with 7 steps

1.1: sodium periodate / dichloromethane; water / 3 h / 20 °C

2.1: sodium tetrahydroborate / methanol / 0.5 h / 0 °C

2.2: Saturated solution

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil

3.2: 12 h / 20 °C

4.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / tetrahydrofuran; water / 20 °C

5.1: sodium periodate / methanol; water / 3 h / 20 °C

6.1: sodium tetrahydroborate / methanol; water / 0.5 h / 0 °C

6.2: Saturated solution

7.1: 1,4-diaza-bicyclo[2.2.2]octane; triethylamine / dichloromethane / 0.5 h / 20 °C

With 1,4-diaza-bicyclo[2.2.2]octane; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; sodium hydride; 4-methylmorpholine N-oxide; triethylamine; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; mineral oil;
DOI:10.1016/j.tet.2011.10.063