(2s,3aR,6aS)-2-[3-(benzyloxy)-4-methoxyphenyl]-5-oxooctahydropentalene-2-carbonitrile

Base Information

Chemical Name:(2s,3aR,6aS)-2-[3-(benzyloxy)-4-methoxyphenyl]-5-oxooctahydropentalene-2-carbonitrile
CAS No.:752259-58-8
Molecular Formula:C₂₃H₂₃NO₃
Molecular Weight:361.441
Hs Code.:

Synonyms:(2s,3aR,6aS)-2-[3-(benzyloxy)-4-methoxyphenyl]-5-oxooctahydropentalene-2-carbonitrile

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Chemical Property of (2s,3aR,6aS)-2-[3-(benzyloxy)-4-methoxyphenyl]-5-oxooctahydropentalene-2-carbonitrile

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Technology Process of (2s,3aR,6aS)-2-[3-(benzyloxy)-4-methoxyphenyl]-5-oxooctahydropentalene-2-carbonitrile

There total 7 articles about (2s,3aR,6aS)-2-[3-(benzyloxy)-4-methoxyphenyl]-5-oxooctahydropentalene-2-carbonitrile 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: 48.0%

: 752259-57-7
dimethyl 2,2'-[(1R,2S)-4-[3-(benzyloxy)-4-methoxyphenyl]-4-cyanocyclopentane-1,2-diyl]diacetate

: 752259-58-8
(2s,3aR,6aS)-2-[3-(benzyloxy)-4-methoxyphenyl]-5-oxooctahydropentalene-2-carbonitrile

: (2r,3aR,6aS)-2-[3-(benzyloxy)-4-methoxyphenyl]-5-oxooctahydropentalene-2-carbonitrile

Guidance literature:: dimethyl 2,2'-[(1R,2S)-4-[3-(benzyloxy)-4-methoxyphenyl]-4-cyanocyclopentane-1,2-diyl]diacetate; With sodium hydride; In 1,2-dimethoxyethane; for 1.5h; Heating;

With water; sodium chloride; In dimethyl sulfoxide; at 165 ℃; for 1h;
DOI:10.1016/j.ejmech.2004.02.010

Reference yield:

: (3aS,6aS)-5-(3-Benzyloxy-4-methoxy-phenyl)-5-cyano-2-oxo-octahydro-pentalene-1-carboxylic acid methyl ester

: 752259-58-8
(2s,3aR,6aS)-2-[3-(benzyloxy)-4-methoxyphenyl]-5-oxooctahydropentalene-2-carbonitrile

Guidance literature:: With sodium chloride; In dimethyl sulfoxide; at 165 ℃;
DOI:10.1016/j.bmcl.2003.12.018

Reference yield:

: 752259-56-6
(3aR,7aS)-2-[3-(benzyloxy)-4-methoxyphenyl]-2,3,3a,4,7,7a-hexahydro-1H-indene-2-carbonitrile

: 752259-58-8
(2s,3aR,6aS)-2-[3-(benzyloxy)-4-methoxyphenyl]-5-oxooctahydropentalene-2-carbonitrile

Guidance literature:: Multi-step reaction with 4 steps

1.1: ozone / CH₂Cl₂ / 1 h / -78 °C

1.2: Ph₃P / CH₂Cl₂ / 1.5 h / -78 - 20 °C

2.1: NaClO₂; NaH₂PO₄; 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O / 3 h / 20 °C

3.1: diethyl ether / 0 °C

4.1: NaH / 1,2-dimethoxy-ethane / 1.5 h / Heating

4.2: 48 percent / NaCl; H₂O / dimethylsulfoxide / 1 h / 165 °C

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; sodium hydride; ozone; In 1,2-dimethoxyethane; diethyl ether; dichloromethane; water; tert-butyl alcohol; 4.1: Dieckmann condensation;
DOI:10.1016/j.ejmech.2004.02.010