(3R,3aR,5aR,9aS,9bR)-3,9-Dimethyl-3-phenylselanyl-5a-vinyl-octahydro-furo[2,3-f]isochromene-2,8-dione

Base Information

Chemical Name:(3R,3aR,5aR,9aS,9bR)-3,9-Dimethyl-3-phenylselanyl-5a-vinyl-octahydro-furo[2,3-f]isochromene-2,8-dione
CAS No.:76700-19-1
Molecular Formula:C₂₁H₂₄O₄Se
Molecular Weight:419.379
Hs Code.:

Synonyms:(3R,3aR,5aR,9aS,9bR)-3,9-Dimethyl-3-phenylselanyl-5a-vinyl-octahydro-furo[2,3-f]isochromene-2,8-dione

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Chemical Property of (3R,3aR,5aR,9aS,9bR)-3,9-Dimethyl-3-phenylselanyl-5a-vinyl-octahydro-furo[2,3-f]isochromene-2,8-dione

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Technology Process of (3R,3aR,5aR,9aS,9bR)-3,9-Dimethyl-3-phenylselanyl-5a-vinyl-octahydro-furo[2,3-f]isochromene-2,8-dione

There total 17 articles about (3R,3aR,5aR,9aS,9bR)-3,9-Dimethyl-3-phenylselanyl-5a-vinyl-octahydro-furo[2,3-f]isochromene-2,8-dione 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: 92.0%

: 1666-13-3
diphenyl diselenide

: 76338-17-5,80924-48-7,117182-00-0
(3S,3aS,5aR,9aS,9bS)-3,9-Dimethyl-5a-vinyl-octahydro-furo[2,3-f]isochromene-2,8-dione

: 76700-19-1
(3R,3aR,5aR,9aS,9bR)-3,9-Dimethyl-3-phenylselanyl-5a-vinyl-octahydro-furo[2,3-f]isochromene-2,8-dione

Guidance literature:: With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium diisopropyl amide; In tetrahydrofuran;
DOI:10.1246/cl.1980.1315

Reference yield:

: 73719-26-3
2,3,3aα,4,5,5a,6,9,9aα,9bβ-decahydro-3α,9α-dimethyl-5aβ-methoxycarbonyl-2-oxonaphtho<2,3-b>furan

: 76700-19-1
(3R,3aR,5aR,9aS,9bR)-3,9-Dimethyl-3-phenylselanyl-5a-vinyl-octahydro-furo[2,3-f]isochromene-2,8-dione

Guidance literature:: Multi-step reaction with 9 steps

2: 1) O₃; 2) Ac₂O, C₅H₅N / 1) CH₂Cl₂; 2) r.t.

3: NaBH₄ / methanol

6: 73 percent / n-Bu₃P / tetrahydrofuran

7: 94 percent / H₂O₂ / tetrahydrofuran

8: 1) HCl; 2) Jones reagent / 1) H₂O; 2) H₂O

9: 92 percent / i-Pr₂NLi, HMPA / tetrahydrofuran

With pyridine; hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium tetrahydroborate; jones reagent; tributylphosphine; dihydrogen peroxide; acetic anhydride; ozone; lithium diisopropyl amide; In tetrahydrofuran; methanol;
DOI:10.1246/cl.1980.1315

Reference yield:

: 73719-35-4
(3S,3aS,5aR,9R,9aS,9bS)-5a-hydroxymethyl-2-methoxy-3,9-dimethyl-3a,4,5,5a,6,9,9a,9b-octahydronaphtho<1,2-b>furan

: 76700-19-1
(3R,3aR,5aR,9aS,9bR)-3,9-Dimethyl-3-phenylselanyl-5a-vinyl-octahydro-furo[2,3-f]isochromene-2,8-dione

Guidance literature:: Multi-step reaction with 8 steps

1: 1) O₃; 2) Ac₂O, C₅H₅N / 1) CH₂Cl₂; 2) r.t.

2: NaBH₄ / methanol

5: 73 percent / n-Bu₃P / tetrahydrofuran

6: 94 percent / H₂O₂ / tetrahydrofuran

7: 1) HCl; 2) Jones reagent / 1) H₂O; 2) H₂O

8: 92 percent / i-Pr₂NLi, HMPA / tetrahydrofuran

With pyridine; hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium tetrahydroborate; jones reagent; tributylphosphine; dihydrogen peroxide; acetic anhydride; ozone; lithium diisopropyl amide; In tetrahydrofuran; methanol;
DOI:10.1246/cl.1980.1315