ethyl 2,2-dimethyl-6-phenyl-(3aR,4S,6R,6aR)-perhydrofuro[3,4-d][1,3]dioxole-4-carboxylate

Base Information

Chemical Name:ethyl 2,2-dimethyl-6-phenyl-(3aR,4S,6R,6aR)-perhydrofuro[3,4-d][1,3]dioxole-4-carboxylate
CAS No.:607376-14-7
Molecular Formula:C₁₆H₂₀O₅
Molecular Weight:292.332
Hs Code.:

Synonyms:ethyl 2,2-dimethyl-6-phenyl-(3aR,4S,6R,6aR)-perhydrofuro[3,4-d][1,3]dioxole-4-carboxylate

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Chemical Property of ethyl 2,2-dimethyl-6-phenyl-(3aR,4S,6R,6aR)-perhydrofuro[3,4-d][1,3]dioxole-4-carboxylate

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Technology Process of ethyl 2,2-dimethyl-6-phenyl-(3aR,4S,6R,6aR)-perhydrofuro[3,4-d][1,3]dioxole-4-carboxylate

There total 1 articles about ethyl 2,2-dimethyl-6-phenyl-(3aR,4S,6R,6aR)-perhydrofuro[3,4-d][1,3]dioxole-4-carboxylate 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:

: 77-76-9
2,2-dimethoxy-propane

: 607376-11-4
ethyl 3-[3-phenyl-(2S,3S)-oxiran-2-yl]-(E)-2-propenoate

: 607375-99-5
ethyl 3,4-dihydroxy-5-phenyl-(2R,3S,4S,5R)-tetrahydro-2-furancarboxylate

: 607376-14-7
ethyl 2,2-dimethyl-6-phenyl-(3aR,4S,6R,6aR)-perhydrofuro[3,4-d][1,3]dioxole-4-carboxylate

Guidance literature:: ethyl 3-[3-phenyl-(2S,3S)-oxiran-2-yl]-(E)-2-propenoate; With 1,4-bis(9-O-dihydroquinidine)phthalazine;

With camphor-10-sulfonic acid; In dichloromethane; at 20 ℃;

2,2-dimethoxy-propane; With toluene-4-sulfonic acid; In acetone; at 20 ℃;
DOI:10.1016/S0040-4039(03)01413-8

Reference yield:

: 607376-14-7
ethyl 2,2-dimethyl-6-phenyl-(3aR,4S,6R,6aR)-perhydrofuro[3,4-d][1,3]dioxole-4-carboxylate

: (3aR,4S,6R,6aR)-2,2-Dimethyl-6-phenyl-tetrahydro-furo[3,4-d][1,3]dioxole-4-carbaldehyde

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; at -78 ℃;
DOI:10.1016/S0040-4039(03)01413-8

Reference yield:

: 607376-14-7
ethyl 2,2-dimethyl-6-phenyl-(3aR,4S,6R,6aR)-perhydrofuro[3,4-d][1,3]dioxole-4-carboxylate

: (3aS,2R,3R,7aR)-3-hydroxy-2-phenyl-3,3a,5,7a-tetrahydro-2H-furo[3,2-b]pyran-5-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: DIBAL-H / CH₂Cl₂; hexane / 2 h / -78 °C

2.1: methanol / 20 °C

3.1: p-toluenesulfonic acid / methanol / 20 °C

3.2: 82 percent / benzene / sonication

With diisobutylaluminium hydride; toluene-4-sulfonic acid; In methanol; hexane; dichloromethane; 2.1: Wittig olefination;
DOI:10.1016/j.tetasy.2005.08.047