(4aS,6aR,7R,9aR)-7-(2-Hydroxy-ethyl)-8,8-dimethyl-hexahydro-pentaleno[1,6a-c]pyran-2,5-dione

Base Information

Chemical Name:(4aS,6aR,7R,9aR)-7-(2-Hydroxy-ethyl)-8,8-dimethyl-hexahydro-pentaleno[1,6a-c]pyran-2,5-dione
CAS No.:83588-39-0
Molecular Formula:C₁₅H₂₂O₄
Molecular Weight:266.337
Hs Code.:

Synonyms:(4aS,6aR,7R,9aR)-7-(2-Hydroxy-ethyl)-8,8-dimethyl-hexahydro-pentaleno[1,6a-c]pyran-2,5-dione

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Chemical Property of (4aS,6aR,7R,9aR)-7-(2-Hydroxy-ethyl)-8,8-dimethyl-hexahydro-pentaleno[1,6a-c]pyran-2,5-dione

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Technology Process of (4aS,6aR,7R,9aR)-7-(2-Hydroxy-ethyl)-8,8-dimethyl-hexahydro-pentaleno[1,6a-c]pyran-2,5-dione

There total 1 articles about (4aS,6aR,7R,9aR)-7-(2-Hydroxy-ethyl)-8,8-dimethyl-hexahydro-pentaleno[1,6a-c]pyran-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:

: 22748-16-9
4,4-dimethylcyclopent-2-ene-1-one

: 83588-39-0
(4aS,6aR,7R,9aR)-7-(2-Hydroxy-ethyl)-8,8-dimethyl-hexahydro-pentaleno[1,6a-c]pyran-2,5-dione

Guidance literature:: Multi-step reaction with 11 steps

1: 1.) Rieke magnesium, cuprous bromide-dimethyl sulfide, 2.) Et₃N / 1.) THF, ether, -78 deg C, 2.) -78 deg C -> 5 deg C

2: 1.) LiNH₂, 2.) perchloric acid / 1.) liquid ammonia, THF, -33 deg C, 6 min 2.) CCl₂H₂, 2 h

3: 75 percent / sodium ethoxide / ethanol / 2 h / Ambient temperature

4: 99 percent / p-TsOH / benzene / 4 h / Heating

5: 68 percent / diisobutylaluminum hydride / diethyl ether; hexane / -116 deg C, 2 h -> -50 deg C

6: 90 percent / mercuric acetate / 6 h / Heating

7: 56 percent / decahydronaphthalene / 4 h / 155 °C

8: 91 percent / pyridinium tosylate / acetone / 0.25 h / Heating

9: 1.) NaOH, 2.) Jones reagent / 1.) THF, water, 1 h, 2.) acetone, 0 deg C, 30 min

10: 1.) ozone, 2.) dimethyl sulfide / 1.) methanol, -78 deg C, 20 min, 2.) 0 deg C

11: 1.) tert-butylamine-borane, 2.) H₂SO₄ / 1.) THF, 15 min

With sodium hydroxide; perchloric acid; jones reagent; lithium amide; copper(I) bromide dimethylsulfide complex; dimethylsulfide; sulfuric acid; mercury(II) diacetate; sodium ethanolate; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; borane tert-butylamine; toluene-4-sulfonic acid; ozone; magnesium; triethylamine; In diethyl ether; ethanol; hexane; acetone; decalin; benzene;
DOI:10.1021/ja00388a029