(4aS,7S,7aS)-7-benzyloxytetrahydro-4a-methoxy-2,2-dimethylfuro[3,2-d][1,3]dioxin-6-one

Base Information

Chemical Name:(4aS,7S,7aS)-7-benzyloxytetrahydro-4a-methoxy-2,2-dimethylfuro[3,2-d][1,3]dioxin-6-one
CAS No.:1274850-32-6
Molecular Formula:C₁₆H₂₀O₆
Molecular Weight:308.331
Hs Code.:

Synonyms:(4aS,7S,7aS)-7-benzyloxytetrahydro-4a-methoxy-2,2-dimethylfuro[3,2-d][1,3]dioxin-6-one

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Chemical Property of (4aS,7S,7aS)-7-benzyloxytetrahydro-4a-methoxy-2,2-dimethylfuro[3,2-d][1,3]dioxin-6-one

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Technology Process of (4aS,7S,7aS)-7-benzyloxytetrahydro-4a-methoxy-2,2-dimethylfuro[3,2-d][1,3]dioxin-6-one

There total 3 articles about (4aS,7S,7aS)-7-benzyloxytetrahydro-4a-methoxy-2,2-dimethylfuro[3,2-d][1,3]dioxin-6-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: 100.0%

: 1274850-26-8
C₁₇H₂₂O₅

: 1274850-32-6
(4aS,7S,7aS)-7-benzyloxytetrahydro-4a-methoxy-2,2-dimethylfuro[3,2-d][1,3]dioxin-6-one

Guidance literature:: C₁₇H₂₂O₅; With ozone; In methanol; at -78 ℃;

With dimethylsulfide; In methanol; at -78 ℃; for 2h; Inert atmosphere;
DOI:10.1021/jo1020322

Reference yield:

: 909801-51-0
methyl 6-deoxy-6-iodo-1,3-O-isopropylidene-α-D-fructofuranoside

: 1274850-32-6
(4aS,7S,7aS)-7-benzyloxytetrahydro-4a-methoxy-2,2-dimethylfuro[3,2-d][1,3]dioxin-6-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / 0 °C / Inert atmosphere

1.2: 5 h / 0 °C / Inert atmosphere

2.1: ozone / methanol / -78 °C

2.2: 2 h / -78 °C / Inert atmosphere

With sodium hydride; ozone; In methanol; N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/jo1020322

Reference yield:

: 80817-67-0
methyl 1,3-O-isopropylidene-α-D-fructofuranoside

: 1274850-32-6
(4aS,7S,7aS)-7-benzyloxytetrahydro-4a-methoxy-2,2-dimethylfuro[3,2-d][1,3]dioxin-6-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: 1H-imidazole; iodine; triphenylphosphine / tetrahydrofuran / Reflux

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / 0 °C / Inert atmosphere

2.2: 5 h / 0 °C / Inert atmosphere

3.1: ozone / methanol / -78 °C

3.2: 2 h / -78 °C / Inert atmosphere

With 1H-imidazole; iodine; sodium hydride; ozone; triphenylphosphine; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/jo1020322