(1S,3R,3aS,6aS)-ethyl 4-oxo-1,3-diphenylhexahydrofuro[3,4-c]furan-3a-carboxylate

Base Information

Chemical Name:(1S,3R,3aS,6aS)-ethyl 4-oxo-1,3-diphenylhexahydrofuro[3,4-c]furan-3a-carboxylate
CAS No.:1334532-80-7
Molecular Formula:C₂₁H₂₀O₅
Molecular Weight:352.387
Hs Code.:

Synonyms:(1S,3R,3aS,6aS)-ethyl 4-oxo-1,3-diphenylhexahydrofuro[3,4-c]furan-3a-carboxylate

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Chemical Property of (1S,3R,3aS,6aS)-ethyl 4-oxo-1,3-diphenylhexahydrofuro[3,4-c]furan-3a-carboxylate

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Technology Process of (1S,3R,3aS,6aS)-ethyl 4-oxo-1,3-diphenylhexahydrofuro[3,4-c]furan-3a-carboxylate

There total 3 articles about (1S,3R,3aS,6aS)-ethyl 4-oxo-1,3-diphenylhexahydrofuro[3,4-c]furan-3a-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: 74.0%

: ethyl 2-oxo-6-phenyl-3-oxabicyclo[3.1.0]hexane-1-carboxylate

: 100-52-7
benzaldehyde

: 1334532-80-7
(1S,3R,3aS,6aS)-ethyl 4-oxo-1,3-diphenylhexahydrofuro[3,4-c]furan-3a-carboxylate

Guidance literature:: With scandium tris(trifluoromethanesulfonate); In dichloromethane; at 20 ℃; optical yield given as %ee; stereoselective reaction; Inert atmosphere;
DOI:10.1021/ja2062506

Reference yield:

: 96540-63-5
cinnamyl ethyl malonate

: 1334532-80-7
(1S,3R,3aS,6aS)-ethyl 4-oxo-1,3-diphenylhexahydrofuro[3,4-c]furan-3a-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 4-acetamidobenzenesulfonyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 0 - 20 °C / Inert atmosphere

2: Co(3,5-di^tBu-QingPhyrin) / dichloromethane / 24 h / 20 °C / Inert atmosphere

3: scandium tris(trifluoromethanesulfonate) / dichloromethane / 20 °C / Inert atmosphere

With Co(3,5-di^tBu-QingPhyrin); 4-acetamidobenzenesulfonyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene; scandium tris(trifluoromethanesulfonate); In dichloromethane; acetonitrile;
DOI:10.1021/ja2062506

Reference yield:

: 96540-30-6
1-cinnamyl 3-ethyl 2-diazomalonate

: 1334532-80-7
(1S,3R,3aS,6aS)-ethyl 4-oxo-1,3-diphenylhexahydrofuro[3,4-c]furan-3a-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: Co(3,5-di^tBu-QingPhyrin) / dichloromethane / 24 h / 20 °C / Inert atmosphere

2: scandium tris(trifluoromethanesulfonate) / dichloromethane / 20 °C / Inert atmosphere

With Co(3,5-di^tBu-QingPhyrin); scandium tris(trifluoromethanesulfonate); In dichloromethane;
DOI:10.1021/ja2062506