(2aα,4aα,5α,5aβ,7α,9bR*,9cα,10aα)-(+/-)-7-ethenyl-1,2,2a,4a,5,5a,6,7,8,9c,10,10a-dodecahydro-5-hydroxy-2a,7-dimethyl-3H-cyclopropa<4,4a>phenanthro<10,1-bc>furan-3-one

Base Information

Chemical Name:(2aα,4aα,5α,5aβ,7α,9bR*,9cα,10aα)-(+/-)-7-ethenyl-1,2,2a,4a,5,5a,6,7,8,9c,10,10a-dodecahydro-5-hydroxy-2a,7-dimethyl-3H-cyclopropa<4,4a>phenanthro<10,1-bc>furan-3-one
CAS No.:143495-32-3
Molecular Formula:C₂₀H₂₆O₃
Molecular Weight:314.425
Hs Code.:

(2aα,4aα,5α,5aβ,7α,9bR*,9cα,10aα)-(+/-)-7-ethenyl-1,2,2a,4a,5,5a,6,7,8,9c,10,10a-dodecahydro-5-hydroxy-2a,7-dimethyl-3H-cyclopropa<4,4a>phenanthro<10,1-bc>furan-3-one

Synonyms:(2aα,4aα,5α,5aβ,7α,9bR*,9cα,10aα)-(+/-)-7-ethenyl-1,2,2a,4a,5,5a,6,7,8,9c,10,10a-dodecahydro-5-hydroxy-2a,7-dimethyl-3H-cyclopropa<4,4a>phenanthro<10,1-bc>furan-3-one

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Chemical Property of (2aα,4aα,5α,5aβ,7α,9bR*,9cα,10aα)-(+/-)-7-ethenyl-1,2,2a,4a,5,5a,6,7,8,9c,10,10a-dodecahydro-5-hydroxy-2a,7-dimethyl-3H-cyclopropa<4,4a>phenanthro<10,1-bc>furan-3-one

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Hazard Codes:

MSDS Files:: SDS file from LookChem

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Technology Process of (2aα,4aα,5α,5aβ,7α,9bR*,9cα,10aα)-(+/-)-7-ethenyl-1,2,2a,4a,5,5a,6,7,8,9c,10,10a-dodecahydro-5-hydroxy-2a,7-dimethyl-3H-cyclopropa<4,4a>phenanthro<10,1-bc>furan-3-one

There total 27 articles about (2aα,4aα,5α,5aβ,7α,9bR*,9cα,10aα)-(+/-)-7-ethenyl-1,2,2a,4a,5,5a,6,7,8,9c,10,10a-dodecahydro-5-hydroxy-2a,7-dimethyl-3H-cyclopropa<4,4a>phenanthro<10,1-bc>furan-3-one 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: 61.0%

: (2aα,4aα,5α,5aβ,6α,7α,9bR*,9cα,10aα)-(+/-)-7-ethenyl-5-(formyloxy)-1,2,2a,4a,5,5a,6,7,8,9c,10,10a-dodecahydro-6-iodo-2a,7-dimethyl-3H-cyclopropa<4,4a>phenanthro<10,1-bc>furan-3-one

: 143495-32-3
(2aα,4aα,5α,5aβ,7α,9bR*,9cα,10aα)-(+/-)-7-ethenyl-1,2,2a,4a,5,5a,6,7,8,9c,10,10a-dodecahydro-5-hydroxy-2a,7-dimethyl-3H-cyclopropa<4,4a>phenanthro<10,1-bc>furan-3-one

: (2aα,4aα,5α,5aβ,6α,7α,9bR*,9cα,10aα)-(+/-)-6-ethenyl-1,2,2a,4a,5,5a,6,7,8,9c,10,10a-dodecahydro-5-hydroxy-2a,7-dimethyl-3H-cyclopropa<4,4a>phenanthro<10,1-bc>furan-3-one

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; at 110 ℃; for 0.166667h;
DOI:10.1021/ja00104a002

Reference yield: 15.0%

: (2aα,4aα,5α,5aβ,6β,7α,9bR*,9cα,10aα)-(+/-)-7-ethenyl-5-(formyloxy)-1,2,2a,4a,5,5a,6,7,8,9c,10,10a-dodecahydro-6-iodo-2a,7-dimethyl-3H-cyclopropa<4,4a>phenanthro<10,1-bc>furan-3-one

: 143495-32-3
(2aα,4aα,5α,5aβ,7α,9bR*,9cα,10aα)-(+/-)-7-ethenyl-1,2,2a,4a,5,5a,6,7,8,9c,10,10a-dodecahydro-5-hydroxy-2a,7-dimethyl-3H-cyclopropa<4,4a>phenanthro<10,1-bc>furan-3-one

: (2aα,4aα,5α,5aβ,6α,7α,9bR*,9cα,10aα)-(+/-)-6-ethenyl-1,2,2a,4a,5,5a,6,7,8,9c,10,10a-dodecahydro-5-hydroxy-2a,7-dimethyl-3H-cyclopropa<4,4a>phenanthro<10,1-bc>furan-3-one

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; at 80 ℃; for 0.333333h;
DOI:10.1021/ja00104a002

Reference yield:

: 143495-25-4
(2aα,4aα,5aR*,8α,8aα,8bα)-(+/-)-6-ethenyl-2a,3,4,4a,5,8,8a,8b-octahydro-8-hydroxy-2a-methyl-2H-cyclopropa<4a,5>naphtho<1,8-bc>furan-2-one

: 143495-32-3
(2aα,4aα,5α,5aβ,7α,9bR*,9cα,10aα)-(+/-)-7-ethenyl-1,2,2a,4a,5,5a,6,7,8,9c,10,10a-dodecahydro-5-hydroxy-2a,7-dimethyl-3H-cyclopropa<4,4a>phenanthro<10,1-bc>furan-3-one

Guidance literature:: Multi-step reaction with 7 steps

1: 93 percent / DCC, DMAP / CH₂Cl₂ / 1 h / 0 - 20 °C

2: benzene / 13 h / Heating

3: tetrahydrofuran / 0.33 h / -78 - 0 °C

4: DIBAL-H / CH₂Cl₂; toluene / 0.17 h / -48 °C

5: PDC, Celite / CH₂Cl₂ / 5 h

6: 84 percent / iodobenzene diacetate, I₂ / cyclohexane / 0.5 h / Ambient temperature; Irradiation

7: 78 percent / Bu₃SnH, AIBN / 0.33 h / 80 °C

With dmap; dipyridinium dichromate; 2,2'-azobis(isobutyronitrile); [bis(acetoxy)iodo]benzene; Celite; iodine; tri-n-butyl-tin hydride; diisobutylaluminium hydride; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; cyclohexane; toluene; benzene;
DOI:10.1021/ja00104a002