(3aR,4R,6aR)-4-(benzyloxy)-2,2-dimethyl-5-methylenetetrahydrofuro[2,3-d][1,3]dioxole

Base Information

Chemical Name:(3aR,4R,6aR)-4-(benzyloxy)-2,2-dimethyl-5-methylenetetrahydrofuro[2,3-d][1,3]dioxole
CAS No.:176098-48-9
Molecular Formula:C₁₅H₁₈O₄
Molecular Weight:262.306
Hs Code.:

Synonyms:(3aR,4R,6aR)-4-(benzyloxy)-2,2-dimethyl-5-methylenetetrahydrofuro[2,3-d][1,3]dioxole

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Chemical Property of (3aR,4R,6aR)-4-(benzyloxy)-2,2-dimethyl-5-methylenetetrahydrofuro[2,3-d][1,3]dioxole

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Technology Process of (3aR,4R,6aR)-4-(benzyloxy)-2,2-dimethyl-5-methylenetetrahydrofuro[2,3-d][1,3]dioxole

There total 4 articles about (3aR,4R,6aR)-4-(benzyloxy)-2,2-dimethyl-5-methylenetetrahydrofuro[2,3-d][1,3]dioxole 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: 87.0%

: 29580-99-2
(3aR,4S,5R,6aR)-4-(benzyloxy)-5-(iodomethyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole

: 176098-48-9
(3aR,4R,6aR)-4-(benzyloxy)-2,2-dimethyl-5-methylenetetrahydrofuro[2,3-d][1,3]dioxole

Guidance literature:: With 3 A molecular sieve; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dimethyl sulfoxide; for 3h; Heating;
DOI:10.1016/S0040-4020(02)01251-6

Reference yield: 78.0%

: C₂₂H₂₆N₂O₆S

: 176098-48-9
(3aR,4R,6aR)-4-(benzyloxy)-2,2-dimethyl-5-methylenetetrahydrofuro[2,3-d][1,3]dioxole

Guidance literature:: With sodium; In ethylene glycol; at 100 ℃; for 2h;
DOI:10.1246/cl.1996.211

Reference yield:

: 34370-91-7,59358-33-7,68354-70-1,70798-12-8,19139-80-1
3-O-benzyl-1,2-O-isopropylidene-α-D-xylofuranose

: 176098-48-9
(3aR,4R,6aR)-4-(benzyloxy)-2,2-dimethyl-5-methylenetetrahydrofuro[2,3-d][1,3]dioxole

Guidance literature:: Multi-step reaction with 2 steps

1: 89 percent / I₂; PPh₃; imidazole / toluene / 2 h / Heating

2: 87 percent / DBU; molecular sieves 3 Angstroem / dimethylsulfoxide / 3 h / Heating

With 1H-imidazole; 3 A molecular sieve; iodine; 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine; In dimethyl sulfoxide; toluene;
DOI:10.1016/S0040-4020(02)01251-6