endo-3-benzyloxy-endo,endo-2,4-dimethyl-6,9-dioxabicyclo[3.2.1]non-7-one

Base Information

Chemical Name:endo-3-benzyloxy-endo,endo-2,4-dimethyl-6,9-dioxabicyclo[3.2.1]non-7-one
CAS No.:171231-75-7
Molecular Formula:C₁₆H₂₀O₄
Molecular Weight:276.332
Hs Code.:

Synonyms:endo-3-benzyloxy-endo,endo-2,4-dimethyl-6,9-dioxabicyclo[3.2.1]non-7-one

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Chemical Property of endo-3-benzyloxy-endo,endo-2,4-dimethyl-6,9-dioxabicyclo[3.2.1]non-7-one

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Technology Process of endo-3-benzyloxy-endo,endo-2,4-dimethyl-6,9-dioxabicyclo[3.2.1]non-7-one

There total 6 articles about endo-3-benzyloxy-endo,endo-2,4-dimethyl-6,9-dioxabicyclo[3.2.1]non-7-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: 97.0%

: 760978-01-6
endo-3-benzyloxy-endo,endo-2,4-dimethyl-8-oxabicyclo-[3.2.1]-octan-6-one

: 171231-75-7
endo-3-benzyloxy-endo,endo-2,4-dimethyl-6,9-dioxabicyclo[3.2.1]non-7-one

Guidance literature:: With sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 - 20 ℃; for 10h; Inert atmosphere;
DOI:10.1055/s-0032-1316561

Reference yield:

: 96691-92-8
(1R,2R,3r,4S,5S)-3-(benzyloxy)-2,4-dimethyl-8-oxa-bicyclo[3.2.1]oct-6-ene

: 171231-75-7
endo-3-benzyloxy-endo,endo-2,4-dimethyl-6,9-dioxabicyclo[3.2.1]non-7-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: (+)-diisopinocampheylborane / 24 h / -23 °C

1.2: 96 percent / NaOH; H₂O₂ / H₂O / 6 h / 20 °C

2.1: PCC / CH₂Cl₂ / 3 h / 20 °C

3.1: m-CPBA; NaHCO₃ / CH₂Cl₂ / 10 h / 20 °C

With diisopinocampheylborane; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; pyridinium chlorochromate; In dichloromethane; 3.1: Baeyer-Villiger oxidation;
DOI:10.1016/S0040-4039(01)00799-7

Reference yield:

: 171231-74-6
(1S,2R,3R,4R,5S,6R)-3-Benzyloxy-2,4-dimethyl-8-oxa-bicyclo[3.2.1]octan-6-ol

: 171231-75-7
endo-3-benzyloxy-endo,endo-2,4-dimethyl-6,9-dioxabicyclo[3.2.1]non-7-one

Guidance literature:: Multi-step reaction with 2 steps

1: PCC / CH₂Cl₂ / 3 h / 20 °C

2: m-CPBA; NaHCO₃ / CH₂Cl₂ / 10 h / 20 °C

With sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; pyridinium chlorochromate; In dichloromethane; 2: Baeyer-Villiger oxidation;
DOI:10.1016/S0040-4039(01)00799-7