Technology Process of (3R,3aS,6R,6aS,7aS)-3,6-dimethyl-7a-formyl-7-(3-oxobutyl)-hexahydrobenzo[1,2-b]furan-2(3H)-one
There total 1 articles about (3R,3aS,6R,6aS,7aS)-3,6-dimethyl-7a-formyl-7-(3-oxobutyl)-hexahydrobenzo[1,2-b]furan-2(3H)-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: 57 percent / hydrogen / tris(triphenylphosphine)rhodium(I) chloride / benzene; ethanol
2.1: 59 percent / WCl6; n-BuLi / tetrahydrofuran / 1.75 h / 20 °C
3.1: ozone / CH2Cl2; methanol / -78 - 20 °C
3.2: 93 percent / dimethyl sulfide / CH2Cl2; methanol / 3 h / 20 °C
With
n-butyllithium; hydrogen; tungsten(VI) chloride; ozone;
Wilkinson's catalyst;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; benzene;
1.1: Hydrogenation / 2.1: deoxygenation / 3.1: ozonolysis / 3.2: Reduction;
DOI:10.1016/S0040-4020(97)10286-1
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: 96 percent / trimethylsilyl triflate / CH2Cl2 / 16 h / -78 °C
2.1: sodium naphthalenide / tetrahydrofuran / -25 °C
2.2: 82 percent / triethylamine / tetrahydrofuran / 4 h / -25 - 20 °C
3.1: Rose Bengal; oxygen / tetradeuteriomethanol / 0.5 h / Irradiation; acetone/dry ice cooling
4.1: TMSOTf / CH2Cl2 / 0.33 h / -78 °C
4.2: 1.39 mg / water; CSA / CH2Cl2 / 3 h / 20 °C
With
trimethylsilyl trifluoromethanesulfonate; oxygen; sodium naphthalenide; rose bengal;
In
tetrahydrofuran; dichloromethane; d(4)-methanol;
1.1: ketalization / 2.1: Reduction / 2.2: Alkylation / 3.1: Oxidation / 4.1: Cyclization / 4.2: Cyclization;
DOI:10.1016/S0040-4020(97)10286-1
- Guidance literature:
-
Multi-step reaction with 4 steps
1: 94 percent / TMS triflate / CH2Cl2
2: 1.) sodium naphthalenide / 1.) THF, -30 deg C
3: O2, Rose Bengal / tetradeuteriomethanol / -78 °C / Irradiation
4: camphorsulfonic acid monohydrate / tetradeuteriomethanol / 15 h / 0 °C
With
trimethylsilyl trifluoromethanesulfonate; camphor-10-sulfonic acid; oxygen; sodium naphthalenide; rose bengal;
In
dichloromethane; d(4)-methanol;
DOI:10.1016/S0040-4039(00)91851-3
![(1R,5S,8R,9S,12R,14R)-8,12-dimethyl-4-methylidene-2,13-dioxatetracyclo[7.5.0.0<sup>1,5</sup>.0<sup>12,14</sup>]tetradecan-3-one](/Databaselist/images/loading.webp)
