(1S,2S,6R)-ethyl 1-((R)-2,2-dimethyl-1,3-dioxolane-4-carbonyl)-6-hydroxy-2-methyl-5-oxocyclohex-3-enecarboxylate

Base Information

Chemical Name:(1S,2S,6R)-ethyl 1-((R)-2,2-dimethyl-1,3-dioxolane-4-carbonyl)-6-hydroxy-2-methyl-5-oxocyclohex-3-enecarboxylate
CAS No.:1398074-75-3
Molecular Formula:C₁₆H₂₂O₇
Molecular Weight:326.346
Hs Code.:

Synonyms:(1S,2S,6R)-ethyl 1-((R)-2,2-dimethyl-1,3-dioxolane-4-carbonyl)-6-hydroxy-2-methyl-5-oxocyclohex-3-enecarboxylate

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Chemical Property of (1S,2S,6R)-ethyl 1-((R)-2,2-dimethyl-1,3-dioxolane-4-carbonyl)-6-hydroxy-2-methyl-5-oxocyclohex-3-enecarboxylate

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Technology Process of (1S,2S,6R)-ethyl 1-((R)-2,2-dimethyl-1,3-dioxolane-4-carbonyl)-6-hydroxy-2-methyl-5-oxocyclohex-3-enecarboxylate

There total 2 articles about (1S,2S,6R)-ethyl 1-((R)-2,2-dimethyl-1,3-dioxolane-4-carbonyl)-6-hydroxy-2-methyl-5-oxocyclohex-3-enecarboxylate 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: 75.0%

: 1398074-72-0
(1S,6S)-ethyl 3-[(1,1-dimethylethyl)dimethylsilyloxy]-1-((R)-2,2-dimethyl-1,3-dioxolane-4-carbonyl)-6-methylcyclohexa-2,4-dienecarboxylate

: 1398074-75-3
(1S,2S,6R)-ethyl 1-((R)-2,2-dimethyl-1,3-dioxolane-4-carbonyl)-6-hydroxy-2-methyl-5-oxocyclohex-3-enecarboxylate

Guidance literature:: With 3,3-dimethyldioxirane; In acetone; at -78 - 0 ℃; Inert atmosphere;
DOI:10.1021/ol302234a

Reference yield:

: 15186-48-8
2,3-isopropylidene-glyceraldehyde

: 1398074-75-3
(1S,2S,6R)-ethyl 1-((R)-2,2-dimethyl-1,3-dioxolane-4-carbonyl)-6-hydroxy-2-methyl-5-oxocyclohex-3-enecarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / -78 °C / Inert atmosphere; Molecular sieve

1.2: -78 °C / Inert atmosphere; Molecular sieve

2.1: Dess-Martin periodane; sodium hydrogencarbonate / dichloromethane / 1 h / 25 °C / Inert atmosphere

3.1: 3,3-dimethyldioxirane / acetone / -78 - 0 °C / Inert atmosphere

With n-butyllithium; 3,3-dimethyldioxirane; sodium hydrogencarbonate; Dess-Martin periodane; diisopropylamine; In tetrahydrofuran; hexane; dichloromethane; acetone;
DOI:10.1021/ol302234a