(1R,8aα,9S)-1,4,5,5a,6,7,8,8a-Octahydro-5aα-methyl-6-methylene-9-isopropyl-1,4α-methano-2H-cyclopent[d]oxepine-2,5-dione

Base Information

Chemical Name:(1R,8aα,9S)-1,4,5,5a,6,7,8,8a-Octahydro-5aα-methyl-6-methylene-9-isopropyl-1,4α-methano-2H-cyclopent[d]oxepine-2,5-dione
CAS No.:38750-01-5
Molecular Formula:C15H20O3
Molecular Weight:248.3175
Hs Code.:
Mol file:38750-01-5.mol

Synonyms:

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Supply Marketing:

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

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Chemical Property of (1R,8aα,9S)-1,4,5,5a,6,7,8,8a-Octahydro-5aα-methyl-6-methylene-9-isopropyl-1,4α-methano-2H-cyclopent[d]oxepine-2,5-dione

Chemical Property:

PSA：43.37000
LogP:2.35540

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of (1R,8aα,9S)-1,4,5,5a,6,7,8,8a-Octahydro-5aα-methyl-6-methylene-9-isopropyl-1,4α-methano-2H-cyclopent[d]oxepine-2,5-dione

There total 15 articles about (1R,8aα,9S)-1,4,5,5a,6,7,8,8a-Octahydro-5aα-methyl-6-methylene-9-isopropyl-1,4α-methano-2H-cyclopent[d]oxepine-2,5-dione 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: 17.0%

: C₁₅H₂₀O₃

: 38750-01-5
(1S,2S,6R,8R,11S)-11-isopropyl-6-methyl-5-methylene-9-oxatricyclo[6.2.1.0^2,6]undecan-7,10-dione

Guidance literature:: With pyrrolidine; copper(II) bis(trifluoromethanesulfonate); triphenylphosphine; In tetrahydrofuran; at 90 ℃; for 72h; Schlenk technique; Sealed tube; Inert atmosphere;
DOI:10.1021/acs.orglett.8b01782

Reference yield:

: 187986-23-8
(4R,5S,6R)-4-Dimethoxymethyl-5-isopropyl-2-methyl-6-trimethylsilanyloxy-cyclohex-2-enone

: 38750-01-5
(1S,2S,6R,8R,11S)-11-isopropyl-6-methyl-5-methylene-9-oxatricyclo[6.2.1.0^2,6]undecan-7,10-dione

Guidance literature:: Multi-step reaction with 8 steps

1: 79 percent / PTSA*H₂O / CHCl₃ / 6 h / Ambient temperature

2: CuI / tetrahydrofuran / -78 °C

3: Et₃N / tetrahydrofuran / -78 - 20 °C

4: 3.54 g / NaI, m-CPBA / tetrahydrofuran / 0.33 h / Ambient temperature

5: Bu₃SnH, AIBN / benzene / 1 h / Heating

6: 84 percent / TFA / benzene / 0.33 h

7: BF₃*Et₂O / CH₂Cl₂ / 3.5 h

8: 57 mg / DBU / CH₂Cl₂ / 1 h / Ambient temperature

With copper(l) iodide; 2,2'-azobis(isobutyronitrile); boron trifluoride diethyl etherate; tri-n-butyl-tin hydride; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; sodium iodide; In tetrahydrofuran; dichloromethane; chloroform; benzene;
DOI:10.1021/ja9643432

Reference yield:

: C₂₁H₃₄O₃Si

: 38750-01-5
(1S,2S,6R,8R,11S)-11-isopropyl-6-methyl-5-methylene-9-oxatricyclo[6.2.1.0^2,6]undecan-7,10-dione

Guidance literature:: With silver tetrafluoroborate; (triphenylphosphine)gold(I) chloride; In dichloromethane; water; at 40 ℃; for 0.5h; Inert atmosphere;
DOI:10.1021/acs.orglett.8b01782