(1S,2R,4R)-1-(hydroxydiphenylmethyl)-7,7-dimethylbicyclo[2.2.1]heptan-2-yl (E)-3-(pyrrolidin-1-yl)pent-2-enoate

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Chemical Name:(1S,2R,4R)-1-(hydroxydiphenylmethyl)-7,7-dimethylbicyclo[2.2.1]heptan-2-yl (E)-3-(pyrrolidin-1-yl)pent-2-enoate
CAS No.:1268671-97-1
Molecular Formula:C₃₁H₃₉NO₃
Molecular Weight:473.656
Hs Code.:

Synonyms:(1S,2R,4R)-1-(hydroxydiphenylmethyl)-7,7-dimethylbicyclo[2.2.1]heptan-2-yl (E)-3-(pyrrolidin-1-yl)pent-2-enoate

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Chemical Property of (1S,2R,4R)-1-(hydroxydiphenylmethyl)-7,7-dimethylbicyclo[2.2.1]heptan-2-yl (E)-3-(pyrrolidin-1-yl)pent-2-enoate

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Technology Process of (1S,2R,4R)-1-(hydroxydiphenylmethyl)-7,7-dimethylbicyclo[2.2.1]heptan-2-yl (E)-3-(pyrrolidin-1-yl)pent-2-enoate

There total 2 articles about (1S,2R,4R)-1-(hydroxydiphenylmethyl)-7,7-dimethylbicyclo[2.2.1]heptan-2-yl (E)-3-(pyrrolidin-1-yl)pent-2-enoate 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: 93.0%

: 123-75-1
pyrrolidine

: 1268671-83-5
(1S,2R,4R)-1-(hydroxydiphenylmethyl)-7,7-dimethylbicyclo[2.2.1]heptan-2-yl 3-oxopentanoate

: 1268671-97-1
(1S,2R,4R)-1-(hydroxydiphenylmethyl)-7,7-dimethylbicyclo[2.2.1]heptan-2-yl (E)-3-(pyrrolidin-1-yl)pent-2-enoate

Guidance literature:: With tert-butyl alcohol; In benzene; for 10h; Reflux;
DOI:10.1016/j.tet.2010.12.009

Reference yield:

: 72324-46-0
6-ethyl-2,2-dimethyl-2H,4H-1,3-dioxin-4-one

: 221099-71-4
exo-10,10-diphenyl-10-hydroxymethyl-7,7-dimethylbicyclo[2.2.1]heptane-2-ol

: 1268671-97-1
(1S,2R,4R)-1-(hydroxydiphenylmethyl)-7,7-dimethylbicyclo[2.2.1]heptan-2-yl (E)-3-(pyrrolidin-1-yl)pent-2-enoate

Guidance literature:: Multi-step reaction with 2 steps

1: 5,5-dimethyl-1,3-cyclohexadiene / 6 h / Reflux

2: tert-butyl alcohol / benzene / 10 h / Reflux

With tert-butyl alcohol; In 5,5-dimethyl-1,3-cyclohexadiene; benzene;
DOI:10.1016/j.tet.2010.12.009

Reference yield:

: 1268671-97-1
(1S,2R,4R)-1-(hydroxydiphenylmethyl)-7,7-dimethylbicyclo[2.2.1]heptan-2-yl (E)-3-(pyrrolidin-1-yl)pent-2-enoate

: 100-52-7
benzaldehyde

: (5S,6S)-5,6-dihydro-5-methyl-6-phenyl-4-(pyrrolidin-1-yl)pyran-2-one

: 1268672-01-0
(5R,6R)-5,6-dihydro-5-methyl-6-phenyl-4-(pyrrolidin-1-yl)pyran-2-one

Guidance literature:: (1S,2R,4R)-1-(hydroxydiphenylmethyl)-7,7-dimethylbicyclo[2.2.1]heptan-2-yl (E)-3-(pyrrolidin-1-yl)pent-2-enoate; With lithium diisopropyl amide; In tetrahydrofuran; at -78 - 20 ℃; for 1.16667h;

benzaldehyde; In tetrahydrofuran; at -78 - 20 ℃; for 2h; optical yield given as %ee; enantioselective reaction;
DOI:10.1016/j.tet.2010.12.009