[(3aS,4aS,5aS,5bS)-2,2-dimethyltetrahydro-4aH-cyclopropa[4,5]furo[2,3-d][1,3]dioxol-4a-yl]methyl benzyl ether

Base Information

Chemical Name:[(3aS,4aS,5aS,5bS)-2,2-dimethyltetrahydro-4aH-cyclopropa[4,5]furo[2,3-d][1,3]dioxol-4a-yl]methyl benzyl ether
CAS No.:864858-24-2
Molecular Formula:C₁₆H₂₀O₄
Molecular Weight:276.332
Hs Code.:

Synonyms:[(3aS,4aS,5aS,5bS)-2,2-dimethyltetrahydro-4aH-cyclopropa[4,5]furo[2,3-d][1,3]dioxol-4a-yl]methyl benzyl ether

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Chemical Property of [(3aS,4aS,5aS,5bS)-2,2-dimethyltetrahydro-4aH-cyclopropa[4,5]furo[2,3-d][1,3]dioxol-4a-yl]methyl benzyl ether

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Technology Process of [(3aS,4aS,5aS,5bS)-2,2-dimethyltetrahydro-4aH-cyclopropa[4,5]furo[2,3-d][1,3]dioxol-4a-yl]methyl benzyl ether

There total 4 articles about [(3aS,4aS,5aS,5bS)-2,2-dimethyltetrahydro-4aH-cyclopropa[4,5]furo[2,3-d][1,3]dioxol-4a-yl]methyl benzyl ether 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%

: 864858-21-9
[(3aS,6aS)-2,2-dimethyl-3a,6a-dihydrofuro[2,3-d][1,3]dioxol-5-yl]methyl benzyl ether

: 75-11-6
diiodomethane

: [(3aS,4aR,5aR,5bS)-2,2-dimethyltetrahydro-4aH-cyclopropa[4,5]furo[2,3-d][1,3]dioxol-4a-yl]methyl benzyl ether

: 864858-24-2
[(3aS,4aS,5aS,5bS)-2,2-dimethyltetrahydro-4aH-cyclopropa[4,5]furo[2,3-d][1,3]dioxol-4a-yl]methyl benzyl ether

Guidance literature:: With diethylzinc; In hexane; toluene; at 0 - 20 ℃;
DOI:10.1021/jo051047b

Reference yield: 82.0%

: 864858-21-9
[(3aS,6aS)-2,2-dimethyl-3a,6a-dihydrofuro[2,3-d][1,3]dioxol-5-yl]methyl benzyl ether

: 75-11-6
diiodomethane

: 864858-24-2
[(3aS,4aS,5aS,5bS)-2,2-dimethyltetrahydro-4aH-cyclopropa[4,5]furo[2,3-d][1,3]dioxol-4a-yl]methyl benzyl ether

Guidance literature:: With diethylzinc; In toluene; at 0 ℃;
DOI:10.1081/NCN-200059796

Reference yield:

: 864858-18-4
5-O-benzyl-1,2-O-isopropylidene-3-O-triflyl-α-L-xylofuranose

: 864858-24-2
[(3aS,4aS,5aS,5bS)-2,2-dimethyltetrahydro-4aH-cyclopropa[4,5]furo[2,3-d][1,3]dioxol-4a-yl]methyl benzyl ether

Guidance literature:: Multi-step reaction with 2 steps

1: DBU / acetonitrile / 80 °C

2: 82 percent / ZnEt₂ / toluene / 0 °C

With diethylzinc; 1,8-diazabicyclo[5.4.0]undec-7-ene; In toluene; acetonitrile; 2: Simmons-Smith reaction;
DOI:10.1081/NCN-200059796