(1'R,3R,7'aβ)-1'β,7'α-Dihydroxy-3'aβ,4'β-dimethyl-4-methylenespiro[oxolane-3,2'-hydrindane]-2-one

Base Information

Chemical Name:(1'R,3R,7'aβ)-1'β,7'α-Dihydroxy-3'aβ,4'β-dimethyl-4-methylenespiro[oxolane-3,2'-hydrindane]-2-one
CAS No.:24909-95-3
Molecular Formula:C₁₅H₂₂O₄
Molecular Weight:266.337
Hs Code.:
Mol file:24909-95-3.mol

Synonyms:Spiro[furan-3(2H),2'-[2H]inden]-2-one,decahydro-1',7'-dihydroxy-3'a,4'-dimethyl-4-methylene-, [1'R-(1'a,2'a,3'aa,4'a,7'b,7'aa)]-; Spiro[furan-3(2H),2'-indan]-2-one, 3'a,4,4',5,5',6',7',7'ab-octahydro-1'b,7'a-dihydroxy-3'ab,4'b-dimethyl-4-methylene- (8CI); (-)-Bakkenolide III; Bakkenolide III;Fukinolidol

Suppliers and Price of (1'R,3R,7'aβ)-1'β,7'α-Dihydroxy-3'aβ,4'β-dimethyl-4-methylenespiro[oxolane-3,2'-hydrindane]-2-one

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Crysdot
BakkenolideIII 95+%
5mg
$ 802.00

Total 6 raw suppliers

Chemical Property of (1'R,3R,7'aβ)-1'β,7'α-Dihydroxy-3'aβ,4'β-dimethyl-4-methylenespiro[oxolane-3,2'-hydrindane]-2-one

Chemical Property:

PSA：66.76000
LogP:1.26370

Purity/Quality:

98.0% ^*data from raw suppliers

BakkenolideIII 95+% ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of (1'R,3R,7'aβ)-1'β,7'α-Dihydroxy-3'aβ,4'β-dimethyl-4-methylenespiro[oxolane-3,2'-hydrindane]-2-one

There total 28 articles about (1'R,3R,7'aβ)-1'β,7'α-Dihydroxy-3'aβ,4'β-dimethyl-4-methylenespiro[oxolane-3,2'-hydrindane]-2-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: 82.0%

: 322726-32-9
(+)-1α,9β-dihydroxy-7-epi-bakkenolide A

: 24909-95-3
(-)-Bakkenolide III

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 0.5h;
DOI:10.1002/1521-3773(20001201)39:23<4314::AID-ANIE4314>3.0.CO;2-Q DOI:10.1021/ja0208456

Reference yield:

: 192197-73-2
(1S,2R,6S,8S)-ethyl-1,2-dimethyl-7-oxobicyclo[4.3.0]nonane-8-carboxylate

: 24909-95-3
(-)-Bakkenolide III

Guidance literature:: Multi-step reaction with 8 steps

1.1: toluene / Heating

2.1: Mn(O₂CCH₃)3 / ethanol / 20 °C

3.1: NaHMDS / tetrahydrofuran / 4 h / -65 °C

3.2: C₆H₅SeBr / tetrahydrofuran / -65 - 0 °C

3.3: 77 percent / aq. H₂O₂; AcOH / 1.5 h / 0 °C

4.1: NaBH₄; CeCl₃ / ethanol / 1.5 h / -30 °C

5.1: 57 percent / vanadyl acetylacetonate; TBHP / toluene; 1,2-dichloro-ethane / 6 h / 50 - 60 °C

6.1: 83 percent / (ClCO)2; DMSO; Et₃N / CH₂Cl₂ / -60 - -20 °C

7.1: 83 percent / SmI₂ / tetrahydrofuran; H₂O / 0.5 h / 20 °C

8.1: 82 percent / TBAF / tetrahydrofuran / 0.5 h / 0 °C

With tert.-butylhydroperoxide; sodium tetrahydroborate; samarium diiodide; cerium(III) chloride; oxalyl dichloride; vanadyl acetylacetonate; tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; manganese triacetate; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; ethanol; dichloromethane; water; 1,2-dichloro-ethane; toluene; 4.1: Luche reduction;
DOI:10.1021/ja0208456

Reference yield:

: 322479-98-1
(-)-1,10-didehydro-7-epi-9-oxo-bakkenolide A

: 24909-95-3
(-)-Bakkenolide III

Guidance literature:: Multi-step reaction with 5 steps

1: NaBH₄; CeCl₃ / ethanol / 1.5 h / -30 °C

2: 57 percent / vanadyl acetylacetonate; TBHP / toluene; 1,2-dichloro-ethane / 6 h / 50 - 60 °C

3: 83 percent / (ClCO)2; DMSO; Et₃N / CH₂Cl₂ / -60 - -20 °C

4: 83 percent / SmI₂ / tetrahydrofuran; H₂O / 0.5 h / 20 °C

5: 82 percent / TBAF / tetrahydrofuran / 0.5 h / 0 °C

With tert.-butylhydroperoxide; sodium tetrahydroborate; samarium diiodide; cerium(III) chloride; oxalyl dichloride; vanadyl acetylacetonate; tetrabutyl ammonium fluoride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; ethanol; dichloromethane; water; 1,2-dichloro-ethane; toluene; 1: Luche reduction;
DOI:10.1021/ja0208456