(1'S,4'aR,8'aR)-5',5',8'a-trimethyl-octahydrospiro{[1,3]dioxolane-2,2'-naphthalene}-1'-carboxylic acid (-)-menthyl ester

Base Information

Chemical Name:(1'S,4'aR,8'aR)-5',5',8'a-trimethyl-octahydrospiro{[1,3]dioxolane-2,2'-naphthalene}-1'-carboxylic acid (-)-menthyl ester
CAS No.:807360-81-2
Molecular Formula:C₂₆H₄₄O₄
Molecular Weight:420.633
Hs Code.:

Synonyms:(1'S,4'aR,8'aR)-5',5',8'a-trimethyl-octahydrospiro{[1,3]dioxolane-2,2'-naphthalene}-1'-carboxylic acid (-)-menthyl ester

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Chemical Property of (1'S,4'aR,8'aR)-5',5',8'a-trimethyl-octahydrospiro{[1,3]dioxolane-2,2'-naphthalene}-1'-carboxylic acid (-)-menthyl ester

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Technology Process of (1'S,4'aR,8'aR)-5',5',8'a-trimethyl-octahydrospiro{[1,3]dioxolane-2,2'-naphthalene}-1'-carboxylic acid (-)-menthyl ester

There total 6 articles about (1'S,4'aR,8'aR)-5',5',8'a-trimethyl-octahydrospiro{[1,3]dioxolane-2,2'-naphthalene}-1'-carboxylic acid (-)-menthyl ester 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: 91.0%

: 7381-30-8
2,2,7,7-tetramethyl-3,6-dioxa-2,7-disilaoctane

: 807360-68-5
(1S,4aR,8aR)-5,5,8a-trimethyl-2-oxo-decahydro-naphthalene-1-carboxylic acid (-)-menthyl ester

: 807360-81-2
(1'S,4'aR,8'aR)-5',5',8'a-trimethyl-octahydrospiro{[1,3]dioxolane-2,2'-naphthalene}-1'-carboxylic acid (-)-menthyl ester

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -78 - 0 ℃;
DOI:10.1016/j.tetasy.2004.07.064

Reference yield:

: (1R,8aS)-5,5,8a-Trimethyl-2-oxo-1,2,3,5,6,7,8,8a-octahydro-naphthalene-1-carboxylic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester

: 807360-81-2
(1'S,4'aR,8'aR)-5',5',8'a-trimethyl-octahydrospiro{[1,3]dioxolane-2,2'-naphthalene}-1'-carboxylic acid (-)-menthyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: sodium hydride / benzene / 1 h / Heating

2: 0.66 g / hydrogen / palladium on charcoal / ethanol / 4 h / 1034.3 Torr

3: 91 percent / trimethylsilyl triflate / CH₂Cl₂ / -78 - 0 °C

With trimethylsilyl trifluoromethanesulfonate; hydrogen; sodium hydride; palladium on activated charcoal; In ethanol; dichloromethane; benzene;
DOI:10.1016/j.tetasy.2004.07.064

Reference yield:

: 807360-59-4
(1R,8aS)-2-acetyloxy-5,5,8a-trimethyl-1,5,6,7,8,8a-hexahydro-naphthalene-1-carboxylic acid (-)-menthyl ester

: 807360-81-2
(1'S,4'aR,8'aR)-5',5',8'a-trimethyl-octahydrospiro{[1,3]dioxolane-2,2'-naphthalene}-1'-carboxylic acid (-)-menthyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: sodium methoxide / methanol / 4 h / 0 °C

2: sodium hydride / benzene / 1 h / Heating

3: 0.66 g / hydrogen / palladium on charcoal / ethanol / 4 h / 1034.3 Torr

4: 91 percent / trimethylsilyl triflate / CH₂Cl₂ / -78 - 0 °C

With trimethylsilyl trifluoromethanesulfonate; hydrogen; sodium methylate; sodium hydride; palladium on activated charcoal; In methanol; ethanol; dichloromethane; benzene;
DOI:10.1016/j.tetasy.2004.07.064