(1R,3S,4R,5R)-7-formyl-4,8,8-trimethylbicyclo[3.3.0]oct-6-en-3-yl benzoate

Base Information

Chemical Name:(1R,3S,4R,5R)-7-formyl-4,8,8-trimethylbicyclo[3.3.0]oct-6-en-3-yl benzoate
CAS No.:1370591-31-3
Molecular Formula:C₁₉H₂₂O₃
Molecular Weight:298.382
Hs Code.:

Synonyms:(1R,3S,4R,5R)-7-formyl-4,8,8-trimethylbicyclo[3.3.0]oct-6-en-3-yl benzoate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (1R,3S,4R,5R)-7-formyl-4,8,8-trimethylbicyclo[3.3.0]oct-6-en-3-yl benzoate

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Technology Process of (1R,3S,4R,5R)-7-formyl-4,8,8-trimethylbicyclo[3.3.0]oct-6-en-3-yl benzoate

There total 6 articles about (1R,3S,4R,5R)-7-formyl-4,8,8-trimethylbicyclo[3.3.0]oct-6-en-3-yl benzoate 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: 77.0%

: 1370591-26-6
(1R,3S,4R,5R)-4,7,8,8-tetramethylbicyclo[3.3.0]oct-6-en-3-yl benzoate

: 1370591-31-3
(1R,3S,4R,5R)-7-formyl-4,8,8-trimethylbicyclo[3.3.0]oct-6-en-3-yl benzoate

Guidance literature:: With selenium(IV) oxide; In bromobenzene; for 1h; Reflux;
DOI:10.1016/j.tet.2012.02.018

Reference yield:

: 25435-55-6,82933-65-1,100905-42-8
((S)-2,2,3-Trimethyl-cyclopent-3-enyl)-acetyl chloride

: 1370591-31-3
(1R,3S,4R,5R)-7-formyl-4,8,8-trimethylbicyclo[3.3.0]oct-6-en-3-yl benzoate

Guidance literature:: Multi-step reaction with 5 steps

1: diethyl ether

2: dirhodium tetraacetate / dichloromethane

3: sodium tetrahydroborate / methanol

4: dmap; triethylamine / dichloromethane / 10 h / 0 - 20 °C

5: selenium(IV) oxide / bromobenzene / 1 h / Reflux

With dmap; selenium(IV) oxide; dirhodium tetraacetate; sodium tetrahydroborate; triethylamine; In methanol; bromobenzene; diethyl ether; dichloromethane;
DOI:10.1016/j.tet.2012.02.018

Reference yield:

: 952722-00-8
C₁₂H₁₈N₂O

: 1370591-31-3
(1R,3S,4R,5R)-7-formyl-4,8,8-trimethylbicyclo[3.3.0]oct-6-en-3-yl benzoate

Guidance literature:: Multi-step reaction with 4 steps

1: dirhodium tetraacetate / dichloromethane

2: sodium tetrahydroborate / methanol

3: dmap; triethylamine / dichloromethane / 10 h / 0 - 20 °C

4: selenium(IV) oxide / bromobenzene / 1 h / Reflux

With dmap; selenium(IV) oxide; dirhodium tetraacetate; sodium tetrahydroborate; triethylamine; In methanol; bromobenzene; dichloromethane;
DOI:10.1016/j.tet.2012.02.018