1-((3aR,5S,6S,6aR)-6-(benzyloxy)-dihydro-2,2-dimethyl-6-vinyl-5H-furo[3,2-d][1,3]dioxol-5yl)prop-2-en-1-one

Base Information

Chemical Name:1-((3aR,5S,6S,6aR)-6-(benzyloxy)-dihydro-2,2-dimethyl-6-vinyl-5H-furo[3,2-d][1,3]dioxol-5yl)prop-2-en-1-one
CAS No.:1123212-76-9
Molecular Formula:C₁₉H₂₂O₅
Molecular Weight:330.381
Hs Code.:

Synonyms:1-((3aR,5S,6S,6aR)-6-(benzyloxy)-dihydro-2,2-dimethyl-6-vinyl-5H-furo[3,2-d][1,3]dioxol-5yl)prop-2-en-1-one

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Chemical Property of 1-((3aR,5S,6S,6aR)-6-(benzyloxy)-dihydro-2,2-dimethyl-6-vinyl-5H-furo[3,2-d][1,3]dioxol-5yl)prop-2-en-1-one

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Technology Process of 1-((3aR,5S,6S,6aR)-6-(benzyloxy)-dihydro-2,2-dimethyl-6-vinyl-5H-furo[3,2-d][1,3]dioxol-5yl)prop-2-en-1-one

There total 6 articles about 1-((3aR,5S,6S,6aR)-6-(benzyloxy)-dihydro-2,2-dimethyl-6-vinyl-5H-furo[3,2-d][1,3]dioxol-5yl)prop-2-en-1-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: 89.0%

: C₁₉H₂₄O₅

: 1123212-76-9
1-((3aR,5S,6S,6aR)-6-(benzyloxy)-dihydro-2,2-dimethyl-6-vinyl-5H-furo[3,2-d][1,3]dioxol-5yl)prop-2-en-1-one

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 1h; Inert atmosphere;
DOI:10.1021/jo802077t

Reference yield: 67.0%

: 352422-86-7
(5R)-3-O-Benzyl-6,7-dideoxy-1,2-di-O-isopropylidene-3-C-vinyl-α-D-ribo-hept-6-enofuranose

: 1123212-76-9
1-((3aR,5S,6S,6aR)-6-(benzyloxy)-dihydro-2,2-dimethyl-6-vinyl-5H-furo[3,2-d][1,3]dioxol-5yl)prop-2-en-1-one

Guidance literature:: Grubbs catalyst first generation; In 1,2-dichloro-ethane; at 83 ℃; for 24h;
DOI:10.1039/b101364p

Reference yield:

: 96212-44-1
(3aR,5R,6R,6aR)-6-(benzyloxy)-5-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyl-6-vinyltetrahydrofuro-[2,3-d][1,3]dioxole

: 1123212-76-9
1-((3aR,5S,6S,6aR)-6-(benzyloxy)-dihydro-2,2-dimethyl-6-vinyl-5H-furo[3,2-d][1,3]dioxol-5yl)prop-2-en-1-one

Guidance literature:: Multi-step reaction with 3 steps

1: periodic acid / ethyl acetate / 1 h / 20 °C

2: tetrahydrofuran / 48 h / 20 °C

3: Grubbs catalyst first generation / 1,2-dichloro-ethane / 24 h / 83 °C

With periodic acid; Grubbs catalyst first generation; In tetrahydrofuran; ethyl acetate; 1,2-dichloro-ethane; 2: Grignard addition;
DOI:10.1039/b101364p