(3aS,4S,6S,7aS)-4-Benzyloxy-6-ethynyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran

Base Information

Chemical Name:(3aS,4S,6S,7aS)-4-Benzyloxy-6-ethynyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran
CAS No.:871706-64-8
Molecular Formula:C₁₇H₂₀O₄
Molecular Weight:288.343
Hs Code.:

Synonyms:(3aS,4S,6S,7aS)-4-Benzyloxy-6-ethynyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran

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Chemical Property of (3aS,4S,6S,7aS)-4-Benzyloxy-6-ethynyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran

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Technology Process of (3aS,4S,6S,7aS)-4-Benzyloxy-6-ethynyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran

There total 6 articles about (3aS,4S,6S,7aS)-4-Benzyloxy-6-ethynyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran 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:

: 871706-63-7
(3aS,4S,6S,7aS)-4-Benzyloxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-carbaldehyde

: 90965-06-3
dimethyl 1-(1-diazo-2-oxopropyl)phosphonate

: 871706-64-8
(3aS,4S,6S,7aS)-4-Benzyloxy-6-ethynyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran

Guidance literature:: With potassium carbonate; In methanol; at 20 ℃; for 16h;
DOI:10.1021/ol051936l

Reference yield:

: 871706-62-6
benzyl 4-deoxy-2,3-O-isopropylidene-α-D-mannopyranoside

: 871706-64-8
(3aS,4S,6S,7aS)-4-Benzyloxy-6-ethynyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran

Guidance literature:: Multi-step reaction with 2 steps

1: 570 mg / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 0.58 h / -78 - 20 °C

2: 370 mg / K₂CO₃ / methanol / 16 h / 20 °C

With oxalyl dichloride; potassium carbonate; dimethyl sulfoxide; triethylamine; In methanol; dichloromethane;
DOI:10.1021/ol051936l

Reference yield:

: 871706-61-5
benzyl 4-deoxy-2,3-O-isopropylidene-6-O-pivaloyl-α-D-mannopyranoside

: 871706-64-8
(3aS,4S,6S,7aS)-4-Benzyloxy-6-ethynyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran

Guidance literature:: Multi-step reaction with 3 steps

1: 85 percent / sodium methoxide; MeOH / 2 h / 20 °C

2: 570 mg / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 0.58 h / -78 - 20 °C

3: 370 mg / K₂CO₃ / methanol / 16 h / 20 °C

With methanol; oxalyl dichloride; sodium methylate; potassium carbonate; dimethyl sulfoxide; triethylamine; In methanol; dichloromethane;
DOI:10.1021/ol051936l