(1R,2Z,4R,5R,6R,7S,8S,9S)-4,5,7-triethyl-4-[(1E,3E)-2-ethyl-4-phenylbuta-1,3-dien-1-yl]-8-hydroxy-5-hydroxymethyl-2,9-dimethylbicyclo[4.3.0]non-2-ene

Base Information

Chemical Name:(1R,2Z,4R,5R,6R,7S,8S,9S)-4,5,7-triethyl-4-[(1E,3E)-2-ethyl-4-phenylbuta-1,3-dien-1-yl]-8-hydroxy-5-hydroxymethyl-2,9-dimethylbicyclo[4.3.0]non-2-ene
CAS No.:1330569-31-7
Molecular Formula:C₃₀H₄₄O₂
Molecular Weight:436.678
Hs Code.:

Synonyms:(1R,2Z,4R,5R,6R,7S,8S,9S)-4,5,7-triethyl-4-[(1E,3E)-2-ethyl-4-phenylbuta-1,3-dien-1-yl]-8-hydroxy-5-hydroxymethyl-2,9-dimethylbicyclo[4.3.0]non-2-ene

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Chemical Property of (1R,2Z,4R,5R,6R,7S,8S,9S)-4,5,7-triethyl-4-[(1E,3E)-2-ethyl-4-phenylbuta-1,3-dien-1-yl]-8-hydroxy-5-hydroxymethyl-2,9-dimethylbicyclo[4.3.0]non-2-ene

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Technology Process of (1R,2Z,4R,5R,6R,7S,8S,9S)-4,5,7-triethyl-4-[(1E,3E)-2-ethyl-4-phenylbuta-1,3-dien-1-yl]-8-hydroxy-5-hydroxymethyl-2,9-dimethylbicyclo[4.3.0]non-2-ene

There total 11 articles about (1R,2Z,4R,5R,6R,7S,8S,9S)-4,5,7-triethyl-4-[(1E,3E)-2-ethyl-4-phenylbuta-1,3-dien-1-yl]-8-hydroxy-5-hydroxymethyl-2,9-dimethylbicyclo[4.3.0]non-2-ene 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: 100.0%

: 1330569-59-9
C₃₄H₅₂O₄

: 1330569-31-7
(1R,2Z,4R,5R,6R,7S,8S,9S)-4,5,7-triethyl-4-[(1E,3E)-2-ethyl-4-phenylbuta-1,3-dien-1-yl]-8-hydroxy-5-hydroxymethyl-2,9-dimethylbicyclo[4.3.0]non-2-ene

Guidance literature:: With camphor-10-sulfonic acid; In methanol; at 40 ℃; for 120h;
DOI:10.1016/j.tet.2011.04.006

Reference yield:

: 1330569-29-3
(1R,2Z,4R,5R,6R,7S,8S,9S)-4,5,7-triethyl-4-[(1E)-2-hydroxymethylbut-1-en-1-yl]-8-methoxymethoxy-5-(methoxymethoxy)methyl-2,9-dimethylbicyclo[4.3.0]non-2-ene

: 1330569-31-7
(1R,2Z,4R,5R,6R,7S,8S,9S)-4,5,7-triethyl-4-[(1E,3E)-2-ethyl-4-phenylbuta-1,3-dien-1-yl]-8-hydroxy-5-hydroxymethyl-2,9-dimethylbicyclo[4.3.0]non-2-ene

Guidance literature:: Multi-step reaction with 3 steps

1.1: Dess-Martin periodane / dichloromethane / 0.5 h / 0 - 20 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere

2.2: 3 h / -78 - 0 °C / Inert atmosphere

3.1: camphor-10-sulfonic acid / methanol / 120 h / 40 °C

With n-butyllithium; camphor-10-sulfonic acid; Dess-Martin periodane; In tetrahydrofuran; methanol; hexane; dichloromethane; 1.1: Dess-Martin oxidation / 2.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1016/j.tet.2011.04.006

Reference yield:

: 1330569-57-7
C₂₇H₄₆O₅

: 1330569-31-7
(1R,2Z,4R,5R,6R,7S,8S,9S)-4,5,7-triethyl-4-[(1E,3E)-2-ethyl-4-phenylbuta-1,3-dien-1-yl]-8-hydroxy-5-hydroxymethyl-2,9-dimethylbicyclo[4.3.0]non-2-ene

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere

1.2: 3 h / -78 - 0 °C / Inert atmosphere

2.1: camphor-10-sulfonic acid / methanol / 120 h / 40 °C

With n-butyllithium; camphor-10-sulfonic acid; In tetrahydrofuran; methanol; hexane; 1.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1016/j.tet.2011.04.006