(1R,3S,5R)-3-<(1R)-1-Methyl-3-oxobutyl>-3,6,6-trimethylbicyclo<3.1.1>heptan-2-one

Base Information

Chemical Name:(1R,3S,5R)-3-<(1R)-1-Methyl-3-oxobutyl>-3,6,6-trimethylbicyclo<3.1.1>heptan-2-one
CAS No.:72453-41-9
Molecular Formula:C₁₅H₂₄O₂
Molecular Weight:236.354
Hs Code.:

Synonyms:(1R,3S,5R)-3-<(1R)-1-Methyl-3-oxobutyl>-3,6,6-trimethylbicyclo<3.1.1>heptan-2-one

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Chemical Property of (1R,3S,5R)-3-<(1R)-1-Methyl-3-oxobutyl>-3,6,6-trimethylbicyclo<3.1.1>heptan-2-one

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Technology Process of (1R,3S,5R)-3-<(1R)-1-Methyl-3-oxobutyl>-3,6,6-trimethylbicyclo<3.1.1>heptan-2-one

There total 1 articles about (1R,3S,5R)-3-<(1R)-1-Methyl-3-oxobutyl>-3,6,6-trimethylbicyclo<3.1.1>heptan-2-one 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:

: 38651-65-9
(1R,5S)-(+)-nopinone

: 72453-41-9
(1R,3S,5R)-3-<(1R)-1-Methyl-3-oxobutyl>-3,6,6-trimethylbicyclo<3.1.1>heptan-2-one

Guidance literature:: Multi-step reaction with 6 steps

1: 88 percent / triethylamine / dimethylformamide / 24 h / 95 °C

2: 96 percent / TiCl₄ / CH₂Cl₂ / 1.5 h / -78 °C

3: 90 percent / p-toluenesulfonic acid / benzene / 2 h / Heating

4: 81 percent / TiCl₄ / CH₂Cl₂

5: 71 percent / NaNH₂ / benzene

6: 1.) O₃; 2.) Zn/CH₃COOH / 1.) -78 deg C, 30 min; 2.) room temperature overnight.

With titanium tetrachloride; toluene-4-sulfonic acid; ozone; sodium amide; acetic acid; triethylamine; zinc; In dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo01292a010

Reference yield:

: 72453-41-9
(1R,3S,5R)-3-<(1R)-1-Methyl-3-oxobutyl>-3,6,6-trimethylbicyclo<3.1.1>heptan-2-one

: 4674-50-4
(+)-nootkatone

Guidance literature:: Multi-step reaction with 2 steps

1: 73 percent / HCl / acetic acid / 21 h / Ambient temperature

2: Al₂O₃ / hexane / 24 h / 60 °C

With hydrogenchloride; aluminum oxide; In hexane; acetic acid;
DOI:10.1021/jo01292a010

Reference yield:

: 72453-41-9
(1R,3S,5R)-3-<(1R)-1-Methyl-3-oxobutyl>-3,6,6-trimethylbicyclo<3.1.1>heptan-2-one

: 15764-04-2,89-89-4
(4R,4aS)-(+)-4,4a-dimethyl-6-isopropylidene-4,4a,5,6,7,8-hexahydro-(3H)-naphthalen-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: 73 percent / HCl / acetic acid / 21 h / Ambient temperature

2: 81 percent / SiO₂ / CHCl₃ / 27 h / 60 °C

With hydrogenchloride; silica gel; In chloroform; acetic acid;
DOI:10.1021/jo01292a010