(1'S,3a'S,7a'S)-7a'-methyloctahydrospiro([1,3]dioxolane-2,5'-inden)-1'-ol

Base Information

Chemical Name:(1'S,3a'S,7a'S)-7a'-methyloctahydrospiro([1,3]dioxolane-2,5'-inden)-1'-ol
CAS No.:1233660-89-3
Molecular Formula:C₁₂H₂₀O₃
Molecular Weight:212.289
Hs Code.:

Synonyms:

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Chemical Property of (1'S,3a'S,7a'S)-7a'-methyloctahydrospiro([1,3]dioxolane-2,5'-inden)-1'-ol

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Technology Process of (1'S,3a'S,7a'S)-7a'-methyloctahydrospiro([1,3]dioxolane-2,5'-inden)-1'-ol

There total 10 articles about (1'S,3a'S,7a'S)-7a'-methyloctahydrospiro([1,3]dioxolane-2,5'-inden)-1'-ol 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: 97.0%

: 195211-56-4
(1S,3aS,7aS)-1-Hydroxy-7a-methyl-octahydro-inden-5-one

: 107-21-1
ethylene glycol

: 1233660-89-3,820962-41-2
(1'S,3a'S,7a'S)-7a'-methyloctahydrospiro([1,3]dioxolane-2,5'-inden)-1'-ol

Guidance literature:: With toluene-4-sulfonic acid; In benzene; for 2h; Inert atmosphere; Reflux;
DOI:10.1021/jo300726z

Reference yield:

: 59974-82-2,61490-25-3,61490-26-4,80374-04-5,53662-92-3
(1S,3aS,7aS)-1-(1,1-dimethylethoxy)octahydro-7a-methyl-5H-inden-5-one

: 1233660-89-3,820962-41-2
(1'S,3a'S,7a'S)-7a'-methyloctahydrospiro([1,3]dioxolane-2,5'-inden)-1'-ol

Guidance literature:: Multi-step reaction with 2 steps

1: hydrogenchloride / ethanol / 4 h / Inert atmosphere; Reflux

2: toluene-4-sulfonic acid / benzene / 2 h / Inert atmosphere; Reflux

With hydrogenchloride; toluene-4-sulfonic acid; In ethanol; benzene;
DOI:10.1021/jo300726z

Reference yield:

: 765-69-5
2-Methylcyclopentane-1,3-dione

: 1233660-89-3,820962-41-2
(1'S,3a'S,7a'S)-7a'-methyloctahydrospiro([1,3]dioxolane-2,5'-inden)-1'-ol

Guidance literature:: Multi-step reaction with 10 steps

1: acetic acid / water / 4 h / 75 °C / Darkness; Inert atmosphere; Schlenk technique

2: L-proline / N,N-dimethyl-formamide / 20 °C / Inert atmosphere; Schlenk technique

3: sulfuric acid / N,N-dimethyl-formamide / 4.5 h / 95 °C / Inert atmosphere; Schlenk technique

4: sodium tetrahydroborate / ethanol / 4.5 h / -18 °C / Inert atmosphere; Schlenk technique

5: phosphoric acid; boron trifluoride diethyl etherate / dichloromethane / 20 h / -78 - 20 °C / Inert atmosphere; Schlenk technique

6: N,N-dimethyl-formamide / 4 h / 130 °C / Inert atmosphere; Schlenk technique

7: 5% palladium on barium sulfate; hydrogen / methanol / 3 h / 20 °C / 2585.81 Torr

8: neat (no solvent) / 1 h / 90 °C / Inert atmosphere; Schlenk technique

9: hydrogenchloride / water; ethanol / 4 h / Reflux; Inert atmosphere; Schlenk technique

10: toluene-4-sulfonic acid / benzene / 2 h / Reflux; Dean-Stark; Inert atmosphere; Schlenk technique

With hydrogenchloride; sodium tetrahydroborate; 5% palladium on barium sulfate; phosphoric acid; sulfuric acid; boron trifluoride diethyl etherate; hydrogen; toluene-4-sulfonic acid; acetic acid; L-proline; In methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; benzene;
DOI:10.1002/chem.201501423