cisoid-4a,4b-trans-4b-1,2,3,4,5,6,7,8,8a,9-dodecahydro-2α,4bβ,8,8-tetramethyl-2β-vinylphenanthrene (9βH-pimara-7,19-diene)

Base Information

Chemical Name:cisoid-4a,4b-trans-4b-1,2,3,4,5,6,7,8,8a,9-dodecahydro-2α,4bβ,8,8-tetramethyl-2β-vinylphenanthrene (9βH-pimara-7,19-diene)
CAS No.:140147-41-7
Molecular Formula:C₂₀H₃₂
Molecular Weight:272.474
Hs Code.:

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Chemical Property of cisoid-4a,4b-trans-4b-1,2,3,4,5,6,7,8,8a,9-dodecahydro-2α,4bβ,8,8-tetramethyl-2β-vinylphenanthrene (9βH-pimara-7,19-diene)

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Technology Process of cisoid-4a,4b-trans-4b-1,2,3,4,5,6,7,8,8a,9-dodecahydro-2α,4bβ,8,8-tetramethyl-2β-vinylphenanthrene (9βH-pimara-7,19-diene)

There total 8 articles about cisoid-4a,4b-trans-4b-1,2,3,4,5,6,7,8,8a,9-dodecahydro-2α,4bβ,8,8-tetramethyl-2β-vinylphenanthrene (9βH-pimara-7,19-diene) 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: 80.0%

: 82521-53-7,91599-27-8,124511-38-2
cis-4a-cisoid-4a,4b-trans-4b-perhydro-2α,4bβ,8,8-tetramethyl-2β-vinylphenanthrene-10α-ol

: 1686-66-4,21561-91-1,34232-20-7,68556-53-6,107541-02-6,107713-21-3,107983-51-7,124511-39-3,140147-41-7
cisoid-4a,4b-trans-4b-1,2,3,4,5,6,7,8,8a,9-dodecahydro-2α,4bβ,8,8-tetramethyl-2β-vinylphenanthrene (9βH-pimara-7,19-diene)

Guidance literature:: With trichlorophosphate; In pyridine; at 0 ℃; for 0.166667h;
DOI:10.1016/S0040-4020(01)80107-1

Reference yield:

: 124456-60-6
cis-4a-cisoid-4a,4b-trans-4b-3-(tert-butydimethylsilyloxy)-1,4,4a,4b,5,6,7,8,8a,10a-decahydro-2,4bβ,8,8-tetramethylphenanthrene-10(9H)-on

: 1686-66-4,21561-91-1,34232-20-7,68556-53-6,107541-02-6,107713-21-3,107983-51-7,124511-39-3,140147-41-7
cisoid-4a,4b-trans-4b-1,2,3,4,5,6,7,8,8a,9-dodecahydro-2α,4bβ,8,8-tetramethyl-2β-vinylphenanthrene (9βH-pimara-7,19-diene)

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / lithium tri-tert-butoxyaluminium hydride / tetrahydrofuran / 16 h / 0 °C

2: 75 percent / 4-dimethylaminopyridine / pyridine / 48 h / Ambient temperature

3: 80 percent / SnCl₄ / CH₂Cl₂ / 0.25 h / -80 °C

4: 82 percent / NaIO₄ / methanol; H₂O / 24 h / Ambient temperature

5: 1.) hydrazine hydrate; 2.) KOH / 1.) glycol, 120 deg C, 2 h; 2.) glycol, 180 deg C, 2 h

6: 80 percent / POCl₃ / pyridine / 0.17 h / 0 °C

With dmap; potassium hydroxide; sodium periodate; lithium tri(t-butoxy)aluminum hydride; tin(IV) chloride; hydrazine hydrate; trichlorophosphate; In tetrahydrofuran; pyridine; methanol; dichloromethane; water;
DOI:10.1016/S0040-4020(01)80107-1

Reference yield:

: 124456-65-1
(4aS,4bS,8aR,9S,10aR)-6-(tert-Butyl-dimethyl-silanyloxy)-1,1,4a,7-tetramethyl-1,2,3,4,4a,4b,5,8,8a,9,10,10a-dodecahydro-phenanthren-9-ol

: 1686-66-4,21561-91-1,34232-20-7,68556-53-6,107541-02-6,107713-21-3,107983-51-7,124511-39-3,140147-41-7
cisoid-4a,4b-trans-4b-1,2,3,4,5,6,7,8,8a,9-dodecahydro-2α,4bβ,8,8-tetramethyl-2β-vinylphenanthrene (9βH-pimara-7,19-diene)

Guidance literature:: Multi-step reaction with 5 steps

1: 75 percent / 4-dimethylaminopyridine / pyridine / 48 h / Ambient temperature

2: 80 percent / SnCl₄ / CH₂Cl₂ / 0.25 h / -80 °C

3: 82 percent / NaIO₄ / methanol; H₂O / 24 h / Ambient temperature

4: 1.) hydrazine hydrate; 2.) KOH / 1.) glycol, 120 deg C, 2 h; 2.) glycol, 180 deg C, 2 h

5: 80 percent / POCl₃ / pyridine / 0.17 h / 0 °C

With dmap; potassium hydroxide; sodium periodate; tin(IV) chloride; hydrazine hydrate; trichlorophosphate; In pyridine; methanol; dichloromethane; water;
DOI:10.1016/S0040-4020(01)80107-1