(Z)-5-[(1S,2R,3aS,7aS)-1-((Z)-2-Chloro-3-cyclohexyl-3-oxo-propenyl)-2-(tetrahydro-pyran-2-yloxy)-2,3,3a,6,7,7a-hexahydro-1H-inden-5-yl]-pent-4-enoic acid ethyl ester

Base Information

Chemical Name:(Z)-5-[(1S,2R,3aS,7aS)-1-((Z)-2-Chloro-3-cyclohexyl-3-oxo-propenyl)-2-(tetrahydro-pyran-2-yloxy)-2,3,3a,6,7,7a-hexahydro-1H-inden-5-yl]-pent-4-enoic acid ethyl ester
CAS No.:143328-59-0
Molecular Formula:C₃₀H₄₃ClO₅
Molecular Weight:519.121
Hs Code.:

(Z)-5-[(1S,2R,3aS,7aS)-1-((Z)-2-Chloro-3-cyclohexyl-3-oxo-propenyl)-2-(tetrahydro-pyran-2-yloxy)-2,3,3a,6,7,7a-hexahydro-1H-inden-5-yl]-pent-4-enoic acid ethyl ester

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Chemical Property of (Z)-5-[(1S,2R,3aS,7aS)-1-((Z)-2-Chloro-3-cyclohexyl-3-oxo-propenyl)-2-(tetrahydro-pyran-2-yloxy)-2,3,3a,6,7,7a-hexahydro-1H-inden-5-yl]-pent-4-enoic acid ethyl ester

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Technology Process of (Z)-5-[(1S,2R,3aS,7aS)-1-((Z)-2-Chloro-3-cyclohexyl-3-oxo-propenyl)-2-(tetrahydro-pyran-2-yloxy)-2,3,3a,6,7,7a-hexahydro-1H-inden-5-yl]-pent-4-enoic acid ethyl ester

There total 3 articles about (Z)-5-[(1S,2R,3aS,7aS)-1-((Z)-2-Chloro-3-cyclohexyl-3-oxo-propenyl)-2-(tetrahydro-pyran-2-yloxy)-2,3,3a,6,7,7a-hexahydro-1H-inden-5-yl]-pent-4-enoic acid ethyl ester 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:

: 4630-82-4
methyl cyclohexylcarboxylate

: 143328-59-0
(Z)-5-[(1S,2R,3aS,7aS)-1-((Z)-2-Chloro-3-cyclohexyl-3-oxo-propenyl)-2-(tetrahydro-pyran-2-yloxy)-2,3,3a,6,7,7a-hexahydro-1H-inden-5-yl]-pent-4-enoic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 66 percent / diethyl ether; tetrahydrofuran / -100 - -78 °C

2: Et₂AlCl, Zn, Cu(I)Br / tetrahydrofuran / -20 - 0 °C

3: 1) CH₃SO₂Cl, NEt₃, 2) DBU / 1) CH₂Cl₂

With diethylaluminium chloride; methanesulfonyl chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; copper(I) bromide; zinc; In tetrahydrofuran; diethyl ether;
DOI:10.1016/0040-4039(92)88095-M

Reference yield:

: 143328-52-3
2‐bromo‐2‐chloro‐1‐cyclohexylethan‐1‐one

: 143328-59-0
(Z)-5-[(1S,2R,3aS,7aS)-1-((Z)-2-Chloro-3-cyclohexyl-3-oxo-propenyl)-2-(tetrahydro-pyran-2-yloxy)-2,3,3a,6,7,7a-hexahydro-1H-inden-5-yl]-pent-4-enoic acid ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: Et₂AlCl, Zn, Cu(I)Br / tetrahydrofuran / -20 - 0 °C

2: 1) CH₃SO₂Cl, NEt₃, 2) DBU / 1) CH₂Cl₂

With diethylaluminium chloride; methanesulfonyl chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; copper(I) bromide; zinc; In tetrahydrofuran;
DOI:10.1016/0040-4039(92)88095-M

Reference yield:

: (Z)-5-[(1S,2R,3aS,7aS)-1-(2-Chloro-3-cyclohexyl-1-hydroxy-3-oxo-propyl)-2-(tetrahydro-pyran-2-yloxy)-2,3,3a,6,7,7a-hexahydro-1H-inden-5-yl]-pent-4-enoic acid ethyl ester

: 143328-59-0
(Z)-5-[(1S,2R,3aS,7aS)-1-((Z)-2-Chloro-3-cyclohexyl-3-oxo-propenyl)-2-(tetrahydro-pyran-2-yloxy)-2,3,3a,6,7,7a-hexahydro-1H-inden-5-yl]-pent-4-enoic acid ethyl ester

Guidance literature:: With methanesulfonyl chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; Yield given. Multistep reaction; 1) CH₂Cl₂;
DOI:10.1016/0040-4039(92)88095-M