(2R,4aR,6S,8aS)-6-Methoxy-2-phenyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-8-one O-methyl-oxime

Base Information

Chemical Name:(2R,4aR,6S,8aS)-6-Methoxy-2-phenyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-8-one O-methyl-oxime
CAS No.:883104-81-2
Molecular Formula:C₁₅H₁₉NO₅
Molecular Weight:293.32
Hs Code.:

Synonyms:(2R,4aR,6S,8aS)-6-Methoxy-2-phenyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-8-one O-methyl-oxime

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Chemical Property of (2R,4aR,6S,8aS)-6-Methoxy-2-phenyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-8-one O-methyl-oxime

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Technology Process of (2R,4aR,6S,8aS)-6-Methoxy-2-phenyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-8-one O-methyl-oxime

There total 3 articles about (2R,4aR,6S,8aS)-6-Methoxy-2-phenyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-8-one O-methyl-oxime 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: 83.0%

: 63598-31-2
methyl 4,6-O-(R)-benzylidene-2-deoxy-α-D-erythrohexopyranosid-3-ulose

: 593-56-6
N-methoxylamine hydrochloride

: 883104-81-2
(2R,4aR,6S,8aS)-6-Methoxy-2-phenyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-8-one O-methyl-oxime

Guidance literature:: With sodium acetate; In methanol; at 20 ℃; for 12h;
DOI:10.1055/s-2006-926231

Reference yield:

: 194149-26-3
methyl 2,3:4,6-di-O-benzylidene-α-D-mannopyranoside

: 883104-81-2
(2R,4aR,6S,8aS)-6-Methoxy-2-phenyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-8-one O-methyl-oxime

Guidance literature:: Multi-step reaction with 2 steps

1: 84 percent / n-BuLi / tetrahydrofuran / -50 - -30 °C

2: 83 percent / NaOAc / methanol / 12 h / 20 °C

With n-butyllithium; sodium acetate; In tetrahydrofuran; methanol;
DOI:10.1055/s-2006-926231

Reference yield:

: 617-04-9
(2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol

: 883104-81-2
(2R,4aR,6S,8aS)-6-Methoxy-2-phenyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-8-one O-methyl-oxime

Guidance literature:: Multi-step reaction with 3 steps

1: 95 percent / TsOH / dimethylformamide / 3 h / 70 °C

2: 84 percent / n-BuLi / tetrahydrofuran / -50 - -30 °C

3: 83 percent / NaOAc / methanol / 12 h / 20 °C

With n-butyllithium; sodium acetate; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1055/s-2006-926231