ethyl 3-[2,2-dimethyl-6-phenyl-(3aS,4R,6R,6aR)-perhydrofuro[3,4-d][1,3]dioxol-4-yl]-(Z)-2-propenoate

Base Information

Chemical Name:ethyl 3-[2,2-dimethyl-6-phenyl-(3aS,4R,6R,6aR)-perhydrofuro[3,4-d][1,3]dioxol-4-yl]-(Z)-2-propenoate
CAS No.:607376-15-8
Molecular Formula:C₁₈H₂₂O₅
Molecular Weight:318.37
Hs Code.:

Synonyms:ethyl 3-[2,2-dimethyl-6-phenyl-(3aS,4R,6R,6aR)-perhydrofuro[3,4-d][1,3]dioxol-4-yl]-(Z)-2-propenoate

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Chemical Property of ethyl 3-[2,2-dimethyl-6-phenyl-(3aS,4R,6R,6aR)-perhydrofuro[3,4-d][1,3]dioxol-4-yl]-(Z)-2-propenoate

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Technology Process of ethyl 3-[2,2-dimethyl-6-phenyl-(3aS,4R,6R,6aR)-perhydrofuro[3,4-d][1,3]dioxol-4-yl]-(Z)-2-propenoate

There total 9 articles about ethyl 3-[2,2-dimethyl-6-phenyl-(3aS,4R,6R,6aR)-perhydrofuro[3,4-d][1,3]dioxol-4-yl]-(Z)-2-propenoate 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:

: 1099-45-2
ethyl (triphenylphosphoranylidene)acetate

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

: 607376-15-8
ethyl 3-[2,2-dimethyl-6-phenyl-(3aS,4R,6R,6aR)-perhydrofuro[3,4-d][1,3]dioxol-4-yl]-(Z)-2-propenoate

Guidance literature:: In methanol; at 20 ℃;
DOI:10.1016/S0040-4039(03)01413-8 DOI:10.1016/j.tetasy.2005.08.047

Reference yield:

: 188945-41-7
ethyl di-O-tolylphosphonoacetate

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

: 607376-15-8
ethyl 3-[2,2-dimethyl-6-phenyl-(3aS,4R,6R,6aR)-perhydrofuro[3,4-d][1,3]dioxol-4-yl]-(Z)-2-propenoate

Guidance literature:: With sodium hydride; In tetrahydrofuran; at -78 ℃; for 1h;
DOI:10.1055/s-2007-983781

Reference yield:

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

: 607376-15-8
ethyl 3-[2,2-dimethyl-6-phenyl-(3aS,4R,6R,6aR)-perhydrofuro[3,4-d][1,3]dioxol-4-yl]-(Z)-2-propenoate

Guidance literature:: Multi-step reaction with 2 steps

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

2: methanol / 20 °C

With diisobutylaluminium hydride; In methanol; hexane; dichloromethane; 2: Wittig olefination;
DOI:10.1016/j.tetasy.2005.08.047