Allyl-((3aR,5R,6R,6aR)-2,2-dimethyl-5-vinyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl)-carbamic acid benzyl ester

Base Information

Chemical Name:Allyl-((3aR,5R,6R,6aR)-2,2-dimethyl-5-vinyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl)-carbamic acid benzyl ester
CAS No.:910479-41-3
Molecular Formula:C₂₀H₂₅NO₅
Molecular Weight:359.422
Hs Code.:

Synonyms:Allyl-((3aR,5R,6R,6aR)-2,2-dimethyl-5-vinyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl)-carbamic acid benzyl ester

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Chemical Property of Allyl-((3aR,5R,6R,6aR)-2,2-dimethyl-5-vinyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl)-carbamic acid benzyl ester

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Technology Process of Allyl-((3aR,5R,6R,6aR)-2,2-dimethyl-5-vinyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl)-carbamic acid benzyl ester

There total 10 articles about Allyl-((3aR,5R,6R,6aR)-2,2-dimethyl-5-vinyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl)-carbamic acid benzyl ester 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: 88.0%

: 1346679-03-5
3-[(allyl)(benzyloxycarbonyl)amino]-3-deoxy-1,2-O-isopropylidene-α-D-allo-1,4-furanose

: 910479-41-3
Allyl-((3aR,5R,6R,6aR)-2,2-dimethyl-5-vinyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl)-carbamic acid benzyl ester

Guidance literature:: With 1H-imidazole; iodine; triphenylphosphine; In toluene; at 70 ℃; for 3h;
DOI:10.1016/j.tetlet.2011.09.039

Reference yield: 88.0%

: 910479-44-6
((3aR,5R,6R,6aR)-2,2-Dimethyl-5-vinyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl)-carbamic acid benzyl ester

: 106-95-6
allyl bromide

: 910479-41-3
Allyl-((3aR,5R,6R,6aR)-2,2-dimethyl-5-vinyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl)-carbamic acid benzyl ester

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 2h;
DOI:10.1016/j.tetlet.2006.06.110

Reference yield:

: 21870-78-0
3-azido-3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-allofuranose

: 910479-41-3
Allyl-((3aR,5R,6R,6aR)-2,2-dimethyl-5-vinyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl)-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: aq. AcOH / 5 h / 20 °C

2: H₂ / Pd/C / methanol / 1 h

3: Et₃N / CH₂Cl₂ / 0.5 h

4: 90 percent / Ph₃P; imidazole; I₂ / toluene / 50 °C

5: 88 percent / NaH / dimethylformamide / 2 h / 0 °C

With 1H-imidazole; hydrogen; iodine; sodium hydride; acetic acid; triethylamine; triphenylphosphine; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.tetlet.2006.06.110