(2S)-(2,4/3,5,6)-5,6-anhydro-2,3,4-tribenzyloxy-5,6-dihydroxycyclohexanone ethylene acetal

Base Information

Chemical Name:(2S)-(2,4/3,5,6)-5,6-anhydro-2,3,4-tribenzyloxy-5,6-dihydroxycyclohexanone ethylene acetal
CAS No.:129193-07-3
Molecular Formula:C₂₉H₃₀O₆
Molecular Weight:474.554
Hs Code.:

Synonyms:(2S)-(2,4/3,5,6)-5,6-anhydro-2,3,4-tribenzyloxy-5,6-dihydroxycyclohexanone ethylene acetal

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Chemical Property of (2S)-(2,4/3,5,6)-5,6-anhydro-2,3,4-tribenzyloxy-5,6-dihydroxycyclohexanone ethylene acetal

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Technology Process of (2S)-(2,4/3,5,6)-5,6-anhydro-2,3,4-tribenzyloxy-5,6-dihydroxycyclohexanone ethylene acetal

There total 4 articles about (2S)-(2,4/3,5,6)-5,6-anhydro-2,3,4-tribenzyloxy-5,6-dihydroxycyclohexanone ethylene acetal 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%

: 129193-06-2
(2S)-(2,4/3)-2,3,4-tribenzyloxycyclohex-5-enone ethylene acetal

: 129193-07-3
(2S)-(2,4/3,5,6)-5,6-anhydro-2,3,4-tribenzyloxy-5,6-dihydroxycyclohexanone ethylene acetal

Guidance literature:: With dihydrogen peroxide; sodium hydrogencarbonate; benzonitrile; In methanol; at 20 ℃; for 16h;
DOI:10.1016/0008-6215(90)84194-Y

Reference yield:

: 85716-45-6
1L-(2,4,5/3)-2,3,4-Tri-O-benzyl-2,3,4,5-tetrahydroxy-1-cyclohexanon

: 129193-07-3
(2S)-(2,4/3,5,6)-5,6-anhydro-2,3,4-tribenzyloxy-5,6-dihydroxycyclohexanone ethylene acetal

Guidance literature:: Multi-step reaction with 4 steps

1: 91 percent / conc. sulphuric acid / benzene; dioxane / 3 h / Heating; Dean-Stark

2: pyridine / CH₂Cl₂ / 0.17 h / 20 °C

3: 1,5-diazabicyclo<5.4.0>undec-5-ene / CH₂Cl₂ / 16 h / 20 °C

4: 95 percent / benzonitrile, sodium hydrogen carbonate, 30percent hydrogenperoxide / methanol / 16 h / 20 °C

With pyridine; sulfuric acid; dihydrogen peroxide; sodium hydrogencarbonate; benzonitrile; 1,5-Diazabicyclo[5.4.0]undec-5-ene; In 1,4-dioxane; methanol; dichloromethane; benzene;
DOI:10.1016/0008-6215(90)84194-Y

Reference yield:

: 129193-04-0
(2S)-(2,4,5/3)-2,3,4-tribenzyloxy-5-hydroxycyclohexanone ethylene acetal

: 129193-07-3
(2S)-(2,4/3,5,6)-5,6-anhydro-2,3,4-tribenzyloxy-5,6-dihydroxycyclohexanone ethylene acetal

Guidance literature:: Multi-step reaction with 3 steps

1: pyridine / CH₂Cl₂ / 0.17 h / 20 °C

2: 1,5-diazabicyclo<5.4.0>undec-5-ene / CH₂Cl₂ / 16 h / 20 °C

3: 95 percent / benzonitrile, sodium hydrogen carbonate, 30percent hydrogenperoxide / methanol / 16 h / 20 °C

With pyridine; dihydrogen peroxide; sodium hydrogencarbonate; benzonitrile; 1,5-Diazabicyclo[5.4.0]undec-5-ene; In methanol; dichloromethane;
DOI:10.1016/0008-6215(90)84194-Y