(4aS)-4,4a,5,6,8a,9-Hexahydro-3,8aβ-dimethyl-5-methylenenaphtho[2,3-b]furan

Base Information

Chemical Name:(4aS)-4,4a,5,6,8a,9-Hexahydro-3,8aβ-dimethyl-5-methylenenaphtho[2,3-b]furan
CAS No.:2221-88-7
Molecular Formula:C₁₅H₁₈O
Molecular Weight:214.307
Hs Code.:
Mol file:2221-88-7.mol

Synonyms:Eudesma-1,4(14),7,11-tetraene,8,12-epoxy- (8CI); Lindestrene (7CI); Naphtho[2,3-b]furan,4,4a,5,6,8a,9-hexahydro-3,8a-dimethyl-5-methylene-, (4aS-trans)-

Suppliers and Price of (4aS)-4,4a,5,6,8a,9-Hexahydro-3,8aβ-dimethyl-5-methylenenaphtho[2,3-b]furan

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

Total 8 raw suppliers

Chemical Property of (4aS)-4,4a,5,6,8a,9-Hexahydro-3,8aβ-dimethyl-5-methylenenaphtho[2,3-b]furan

Chemical Property:

Boiling Point:100 - 102 °C (2 mmHg)
PSA：13.14000
LogP:3.82520

Purity/Quality:: 99% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of (4aS)-4,4a,5,6,8a,9-Hexahydro-3,8aβ-dimethyl-5-methylenenaphtho[2,3-b]furan

There total 11 articles about (4aS)-4,4a,5,6,8a,9-Hexahydro-3,8aβ-dimethyl-5-methylenenaphtho[2,3-b]furan 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:

: (4'aS,8'aS)-8'a-Methyl-5'-methylene-3',4',4'a,5',6',8'a-hexahydro-1'H-spiro[[1,3]dioxolane-2,2'-naphthalene]

: 2221-88-7,4857-12-9,16836-53-6
(+/-)-lindestrene

Guidance literature:: Multi-step reaction with 2 steps

1: 1N HCl / tetrahydrofuran / 0.5 h / 60 °C

2: 1.) LDA, ZnCl₂ / 2.) p-TsOH / 1.) -78 deg C to -0 deg C, 2.) THF, H₂O, 60 deg C, 0.5 h

With hydrogenchloride; zinc(II) chloride; lithium diisopropyl amide; toluene-4-sulfonic acid; In tetrahydrofuran;
DOI:10.1016/S0040-4039(01)84607-4

Reference yield:

: 105631-45-6
((4'aS,5'R,8'aS)-8'a-Methyl-3',4',4'a,5',6',8'a-hexahydro-1'H-spiro[[1,3]dioxolane-2,2'-naphthalen]-5'-yl)-methanol

: 2221-88-7,4857-12-9,16836-53-6
(+/-)-lindestrene

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) o-C₆H₄(NO₂)SeCN, n-Bu₃P, 2.) 30percent H₂O₂ / 1.) THF, room temp., 0.5 h, 2.) THF, room temp., 16 h

2: 1N HCl / tetrahydrofuran / 0.5 h / 60 °C

3: 1.) LDA, ZnCl₂ / 2.) p-TsOH / 1.) -78 deg C to -0 deg C, 2.) THF, H₂O, 60 deg C, 0.5 h

With hydrogenchloride; ortho-nitrophenyl selenocyanate; tributylphosphine; dihydrogen peroxide; zinc(II) chloride; lithium diisopropyl amide; toluene-4-sulfonic acid; In tetrahydrofuran;
DOI:10.1016/S0040-4039(01)84607-4

Reference yield:

: 6-Methoxy-4a-methyl-4-oxo-1,2,3,4,4a,7-hexahydro-naphthalene-1-carboxylic acid

: 2221-88-7,4857-12-9,16836-53-6
(+/-)-lindestrene

Guidance literature:: Multi-step reaction with 11 steps

1: diethyl ether / 0.5 h / -10 °C

2: NaBH₄ / ethanol / 0.5 h / 0 °C

3: 0.5M (CO₂H)2 / 0.5 h / Ambient temperature

4: 57 percent / H₂ / Pd-C / ethanol / Ambient temperature

5: 81 percent / p-TsOH / benzene / Heating

6: 1.) NaH / 1.) THF, 3 h, room temp., 2.) 40 h, room temp.

7: 80 percent / biphenyl / 16 h / 210 °C

8: 79 percent / LiAlH₄ / tetrahydrofuran / Ambient temperature

9: 1.) o-C₆H₄(NO₂)SeCN, n-Bu₃P, 2.) 30percent H₂O₂ / 1.) THF, room temp., 0.5 h, 2.) THF, room temp., 16 h

10: 1N HCl / tetrahydrofuran / 0.5 h / 60 °C

11: 1.) LDA, ZnCl₂ / 2.) p-TsOH / 1.) -78 deg C to -0 deg C, 2.) THF, H₂O, 60 deg C, 0.5 h

With hydrogenchloride; sodium tetrahydroborate; lithium aluminium tetrahydride; ortho-nitrophenyl selenocyanate; tributylphosphine; hydrogen; dihydrogen peroxide; oxalic acid; sodium hydride; zinc(II) chloride; lithium diisopropyl amide; palladium on activated charcoal; toluene-4-sulfonic acid; In tetrahydrofuran; biphenyl; diethyl ether; ethanol; benzene;
DOI:10.1016/S0040-4039(01)84607-4