(E)-3-((3aR,5R,6R,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-prop-2-en-1-ol

Base Information

Chemical Name:(E)-3-((3aR,5R,6R,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-prop-2-en-1-ol
CAS No.:195519-72-3
Molecular Formula:C₁₇H₂₂O₅
Molecular Weight:306.359
Hs Code.:

Synonyms:(E)-3-((3aR,5R,6R,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-prop-2-en-1-ol

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Chemical Property of (E)-3-((3aR,5R,6R,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-prop-2-en-1-ol

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Technology Process of (E)-3-((3aR,5R,6R,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-prop-2-en-1-ol

There total 2 articles about (E)-3-((3aR,5R,6R,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-prop-2-en-1-ol 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: 65.0%

: 195875-23-1
(E)-3-((3aR,5R,6R,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-acrylic acid methyl ester

: 195519-72-3
(E)-3-((3aR,5R,6R,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-prop-2-en-1-ol

Guidance literature:: With boron trifluoride diethyl etherate; diisobutylaluminium hydride; In dichloromethane; toluene; at -78 ℃; for 1h;
DOI:10.1002/hlca.19970800517

Reference yield:

: 63593-02-2
3-O-benzyl-1,2-O-isopropylidene-α-D-ribo-pentodialdo-1,4-furanose

: 195519-72-3
(E)-3-((3aR,5R,6R,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-prop-2-en-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 44 percent / tetrahydrofuran / 2 h / Ambient temperature

2: 65 percent / DIBAH, BF₃*Et₂O / CH₂Cl₂; toluene / 1 h / -78 °C

With boron trifluoride diethyl etherate; diisobutylaluminium hydride; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1002/hlca.19970800517

Reference yield:

: 195519-72-3
(E)-3-((3aR,5R,6R,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-prop-2-en-1-ol

: N-[(R)-1-((3aR,5R,6R,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-allyl]-2,2,2-trifluoro-acetamide

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) NaH / 1.) THF, 0 deg C, 15 min; 2.) -78 deg C, 20 min

2: 2percent 2,6-di(tert-butyl)-p-cresol / xylene / 81 h / 137 °C / Heating

With 2,6-di-tert-butyl-4-methyl-phenol; sodium hydride; In xylene;
DOI:10.1002/hlca.19970800517