(S)-ethyl 2-hydroxy-7,7-dimethyl-5-oxo-4-phenyl-3,4,5,6,7,8-hexahydro-2H-chromene-2-carboxylate

Base Information

Chemical Name:(S)-ethyl 2-hydroxy-7,7-dimethyl-5-oxo-4-phenyl-3,4,5,6,7,8-hexahydro-2H-chromene-2-carboxylate
CAS No.:1175004-50-8
Molecular Formula:C₂₀H₂₄O₅
Molecular Weight:344.408
Hs Code.:

Synonyms:(S)-ethyl 2-hydroxy-7,7-dimethyl-5-oxo-4-phenyl-3,4,5,6,7,8-hexahydro-2H-chromene-2-carboxylate

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Chemical Property of (S)-ethyl 2-hydroxy-7,7-dimethyl-5-oxo-4-phenyl-3,4,5,6,7,8-hexahydro-2H-chromene-2-carboxylate

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Technology Process of (S)-ethyl 2-hydroxy-7,7-dimethyl-5-oxo-4-phenyl-3,4,5,6,7,8-hexahydro-2H-chromene-2-carboxylate

There total 3 articles about (S)-ethyl 2-hydroxy-7,7-dimethyl-5-oxo-4-phenyl-3,4,5,6,7,8-hexahydro-2H-chromene-2-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: 95.0%

: 55629-96-4,55674-14-1,17451-20-6
ethyl 4-phenyl-2-oxobut-3-enoate

: 126-81-8
dimedone

: 1175004-50-8
(S)-ethyl 2-hydroxy-7,7-dimethyl-5-oxo-4-phenyl-3,4,5,6,7,8-hexahydro-2H-chromene-2-carboxylate

Guidance literature:: With C₂₈H₂₃F₆N₃O₂; In chloroform; at 20 ℃; for 2h; optical yield given as %ee; enantioselective reaction;
DOI:10.1002/ejoc.201200179

Reference yield:

: 55629-96-4,55674-14-1,17451-20-6
ethyl 4-phenyl-2-oxobut-3-enoate

: 126-81-8
dimedone

: 1149375-82-5
C₂₀H₂₄O₅

: 1175004-50-8
(S)-ethyl 2-hydroxy-7,7-dimethyl-5-oxo-4-phenyl-3,4,5,6,7,8-hexahydro-2H-chromene-2-carboxylate

Guidance literature:: With C₆₈H₉₀N₆O₈; In dichloromethane; at 25 ℃; Overall yield = 98 percent; Optical yield = 83 percent ee;

Reference yield:

: 17451-20-6,55674-14-1,55629-96-4
(E)-ethyl-2-oxo-4-phenylbut-3-enoate

: 126-81-8
dimedone

: 1149375-82-5
C₂₀H₂₄O₅

: 1175004-50-8
(S)-ethyl 2-hydroxy-7,7-dimethyl-5-oxo-4-phenyl-3,4,5,6,7,8-hexahydro-2H-chromene-2-carboxylate

Guidance literature:: (E)-ethyl-2-oxo-4-phenylbut-3-enoate; With 1,1′-di((8S,9S)-6′-methoxycinchonan-9-yl)-4,4′-bi-1,2,3-triazole; copper(II) bis(trifluoromethanesulfonate); In dichloromethane; at 20 ℃; for 0.5h;

dimedone; In dichloromethane; at 17 - 20 ℃; for 48h; Reagent/catalyst; Solvent; Overall yield = 62 %; Overall yield = 52 mg; enantioselective reaction; Catalytic behavior;
DOI:10.1021/acs.joc.6b01403