benzoic acid 6-(1-hydroxy-allyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl ester

Base Information

• Chemical Name: benzoic acid 6-(1-hydroxy-allyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl ester
• CAS No.: 930793-07-0
• Molecular Formula: C₁₇H₂₀O₆
• Molecular Weight: 320.342

Synonyms:benzoic acid 6-(1-hydroxy-allyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl ester

Chemical Property of benzoic acid 6-(1-hydroxy-allyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl ester

Chemical Property:

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Technology Process of benzoic acid 6-(1-hydroxy-allyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl ester

There total 2 articles about benzoic acid 6-(1-hydroxy-allyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl 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:

Vinyl bromide (593-60-2,25951-54-6) + 1-O-benzoyl 2,3-O-isopropylidene-α-D-lyxopentodialdehydo-1,4-furanoside (57492-91-8) → benzoic acid 6-(1-hydroxy-allyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl ester (930793-07-0) + benzoic acid 6-(1-hydroxy-allyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl ester (930793-05-8)

Guidance literature:

Vinyl bromide; With magnesium; ethylene dibromide; In tetrahydrofuran; Heating;

1-O-benzoyl 2,3-O-isopropylidene-α-D-lyxopentodialdehydo-1,4-furanoside; In tetrahydrofuran; at -78 ℃; for 0.5h;

DOI:10.1021/ol062873p

Reference yield:

1-O-benzoyl-2,3-O-isopropylidene-α-D-mannofuranose → benzoic acid 6-(1-hydroxy-allyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl ester (930793-07-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: NaIO₄; silica gel / H₂O; CH₂Cl₂ / 20 - 80 °C

2.1: magnesium; 1,2-dibromoethane / tetrahydrofuran / Heating

2.2: 157 mg / tetrahydrofuran / 0.5 h / -78 °C

With sodium periodate; silica gel; magnesium; ethylene dibromide; In tetrahydrofuran; dichloromethane; water;

DOI:10.1021/ol062873p

upstream raw materials:

Vinyl bromide

1-O-benzoyl 2,3-O-isopropylidene-α-D-lyxopentodialdehydo-1,4-furanoside

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