4,10-Dioxabicyclo[5.2.1]decan-3-one, 2,6-dimethyl-5-propyl-, (1S,2S,5S,6R,7R)-

Base Information

Chemical Name:4,10-Dioxabicyclo[5.2.1]decan-3-one, 2,6-dimethyl-5-propyl-, (1S,2S,5S,6R,7R)-
CAS No.:870452-54-3
Molecular Formula:C13H22O3
Molecular Weight:226.316
Hs Code.:

Synonyms:

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Chemical Property of 4,10-Dioxabicyclo[5.2.1]decan-3-one, 2,6-dimethyl-5-propyl-, (1S,2S,5S,6R,7R)-

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Technology Process of 4,10-Dioxabicyclo[5.2.1]decan-3-one, 2,6-dimethyl-5-propyl-, (1S,2S,5S,6R,7R)-

There total 5 articles about 4,10-Dioxabicyclo[5.2.1]decan-3-one, 2,6-dimethyl-5-propyl-, (1S,2S,5S,6R,7R)- 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: 65.0%

: 847740-40-3
(2R,3R,6S,7R,8S)-3,6-epoxy-8-hydroxy-2,7-dimethylundecanoic acid

: 870452-54-3,817166-32-8
(1S,2S,5S,6R,7R)-2,6-Dimethyl-5-propyl-4,10-dioxa-bicyclo[5.2.1]decan-3-one

: (1S,2R,5S,6R,7R)-2,6-Dimethyl-5-propyl-4,10-dioxa-bicyclo[5.2.1]decan-3-one

Guidance literature:: (2R,3R,6S,7R,8S)-3,6-epoxy-8-hydroxy-2,7-dimethylundecanoic acid; With 2,4,6-trichlorobenzoyl chloride; triethylamine; In tetrahydrofuran; at 20 ℃;

With dmap; In toluene; Heating;
DOI:10.1002/anie.200501511

Reference yield:

: 4,6-dimethyl-1,1-dioxo-3-propyl-3,4,6,7,8,8a-hexahydro-1H-1λ⁶-benzo[c][1,2]oxathiin-7-ol

: 870452-54-3,817166-32-8
(1S,2S,5S,6R,7R)-2,6-Dimethyl-5-propyl-4,10-dioxa-bicyclo[5.2.1]decan-3-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: ozone; NaHCO₃ / CH₂Cl₂ / -78 °C

1.2: 87 percent / acetic anhydride; pyridine / CH₂Cl₂ / Heating

2.1: 79 percent / BF₃*Et₂O / CH₂Cl₂ / 20 °C

3.1: 59 percent / H₂ / Raney Ni / ethanol / 20 °C / 37503 Torr

4.1: 100 percent / sodium hydroxide / 20 °C

5.1: 2,4,6-trichlorobenzoyl chloride; triethylamine / tetrahydrofuran / 20 °C

5.2: 65 percent / 4-(N,N-dimethylamino)pyridine / toluene / Heating

With sodium hydroxide; 2,4,6-trichlorobenzoyl chloride; boron trifluoride diethyl etherate; hydrogen; sodium hydrogencarbonate; ozone; triethylamine; nickel; In tetrahydrofuran; ethanol; dichloromethane; 5.1: Yamaguchi lactonization;
DOI:10.1002/anie.200501511

Reference yield:

: 870452-52-1
(R)-2-((2R,6S,7S)-7a-Hydroxy-7-methyl-4,4-dioxo-6-propyl-hexahydro-1,5-dioxa-4λ⁶-thia-inden-2-yl)-propionic acid methyl ester

: 870452-54-3,817166-32-8
(1S,2S,5S,6R,7R)-2,6-Dimethyl-5-propyl-4,10-dioxa-bicyclo[5.2.1]decan-3-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: 79 percent / BF₃*Et₂O / CH₂Cl₂ / 20 °C

2.1: 59 percent / H₂ / Raney Ni / ethanol / 20 °C / 37503 Torr

3.1: 100 percent / sodium hydroxide / 20 °C

4.1: 2,4,6-trichlorobenzoyl chloride; triethylamine / tetrahydrofuran / 20 °C

4.2: 65 percent / 4-(N,N-dimethylamino)pyridine / toluene / Heating

With sodium hydroxide; 2,4,6-trichlorobenzoyl chloride; boron trifluoride diethyl etherate; hydrogen; triethylamine; nickel; In tetrahydrofuran; ethanol; dichloromethane; 4.1: Yamaguchi lactonization;
DOI:10.1002/anie.200501511