(3aS,3bR,4R,6aS)-4-benzyloxy-3,3a,3b,4,5,6,6a,7-octahydro-3a,5,5-trimethylcyclopentapentalen-2-one

Synonyms:

Suppliers and Price of (3aS,3bR,4R,6aS)-4-benzyloxy-3,3a,3b,4,5,6,6a,7-octahydro-3a,5,5-trimethylcyclopentapentalen-2-one

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

Manufacturers and distributors:

Chemical Property of (3aS,3bR,4R,6aS)-4-benzyloxy-3,3a,3b,4,5,6,6a,7-octahydro-3a,5,5-trimethylcyclopentapentalen-2-one

Reference yield:

: 225790-34-1
(3aS,3bR,4R,6aS)-4-benzyloxy-3,3a,3b,4,5,6,6a,7-octahydro-3a,5,5-trimethylcyclopenta pentalen-2-one

Guidance literature:: Multi-step reaction with 11 steps

1: 1.) N,N,N',N'-tetramethylethylenenediamine, BuLi / 1.) hexane, 18 deg C, 4 h, 2.) THF, hexane, -45 deg C (1 h), 0 deg C ( 1 h)

2: 1.) aq. H₂SO₄, 2.) aq. NaOH / 1.) THF, room temp., 1 h

3: 89 percent / DIBAL / hexane / 1 h / -78 °C

4: 99 percent / pyridine / CH₂Cl₂ / 2 h / 0 °C

5: aq. KH₂PO₄, Na₂HPO₄ / 65 h / Ambient temperature; lipase Amano PS

6: 98 percent / NaH / tetrahydrofuran / 2 h / Ambient temperature

8: 96 percent / Me₃SiCl / CH₂Cl₂ / 3 h / Ambient temperature

9: Et₂AlCl₂ / CH₂Cl₂; hexane / 3 h / -23 °C

10: TBAF / tetrahydrofuran / 1.5 h / Ambient temperature

11: 1.) thiophenol, BuLi, 2.) aq. NaOH / 1.) DME, hexane, reflux, 4 h, 2.) DME, hexane, room temp., 1 h

With pyridine; sodium hydroxide; disodium hydrogenphosphate; potassium dihydrogenphosphate; n-butyllithium; chloro-trimethyl-silane; N,N,N,N,-tetramethylethylenediamine; sulfuric acid; tetrabutyl ammonium fluoride; sodium hydride; diisobutylaluminium hydride; thiophenol; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/jo981478c

Reference yield:

: 225790-34-1
(3aS,3bR,4R,6aS)-4-benzyloxy-3,3a,3b,4,5,6,6a,7-octahydro-3a,5,5-trimethylcyclopenta pentalen-2-one

Guidance literature:: Multi-step reaction with 8 steps

1: 99 percent / pyridine / CH₂Cl₂ / 2 h / 0 °C

2: aq. KH₂PO₄, Na₂HPO₄ / 65 h / Ambient temperature; lipase Amano PS

3: 98 percent / NaH / tetrahydrofuran / 2 h / Ambient temperature

5: 96 percent / Me₃SiCl / CH₂Cl₂ / 3 h / Ambient temperature

6: Et₂AlCl₂ / CH₂Cl₂; hexane / 3 h / -23 °C

7: TBAF / tetrahydrofuran / 1.5 h / Ambient temperature

8: 1.) thiophenol, BuLi, 2.) aq. NaOH / 1.) DME, hexane, reflux, 4 h, 2.) DME, hexane, room temp., 1 h

With pyridine; sodium hydroxide; disodium hydrogenphosphate; potassium dihydrogenphosphate; n-butyllithium; chloro-trimethyl-silane; tetrabutyl ammonium fluoride; sodium hydride; thiophenol; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/jo981478c

Reference yield:

: 225790-34-1
(3aS,3bR,4R,6aS)-4-benzyloxy-3,3a,3b,4,5,6,6a,7-octahydro-3a,5,5-trimethylcyclopenta pentalen-2-one

Guidance literature:: Multi-step reaction with 10 steps

1: 1.) aq. H₂SO₄, 2.) aq. NaOH / 1.) THF, room temp., 1 h

2: 89 percent / DIBAL / hexane / 1 h / -78 °C

3: 99 percent / pyridine / CH₂Cl₂ / 2 h / 0 °C

4: aq. KH₂PO₄, Na₂HPO₄ / 65 h / Ambient temperature; lipase Amano PS

5: 98 percent / NaH / tetrahydrofuran / 2 h / Ambient temperature

7: 96 percent / Me₃SiCl / CH₂Cl₂ / 3 h / Ambient temperature

8: Et₂AlCl₂ / CH₂Cl₂; hexane / 3 h / -23 °C

9: TBAF / tetrahydrofuran / 1.5 h / Ambient temperature

10: 1.) thiophenol, BuLi, 2.) aq. NaOH / 1.) DME, hexane, reflux, 4 h, 2.) DME, hexane, room temp., 1 h

With pyridine; sodium hydroxide; disodium hydrogenphosphate; potassium dihydrogenphosphate; n-butyllithium; chloro-trimethyl-silane; sulfuric acid; tetrabutyl ammonium fluoride; sodium hydride; diisobutylaluminium hydride; thiophenol; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/jo981478c