methyl 3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-6-C-(methoxycarbonyl)-α-D-xylo-hepto-1,4-furanuronate

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Chemical Name:methyl 3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-6-C-(methoxycarbonyl)-α-D-xylo-hepto-1,4-furanuronate
CAS No.:117918-36-2
Molecular Formula:C₂₀H₂₆O₈
Molecular Weight:394.422
Hs Code.:

Synonyms:methyl 3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-6-C-(methoxycarbonyl)-α-D-xylo-hepto-1,4-furanuronate

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Chemical Property of methyl 3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-6-C-(methoxycarbonyl)-α-D-xylo-hepto-1,4-furanuronate

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Technology Process of methyl 3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-6-C-(methoxycarbonyl)-α-D-xylo-hepto-1,4-furanuronate

There total 3 articles about methyl 3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-6-C-(methoxycarbonyl)-α-D-xylo-hepto-1,4-furanuronate 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: 41.0%

: 117918-35-1
2-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-ylmethylene)-malonic acid dimethyl ester

: 117918-36-2
methyl 3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-6-C-(methoxycarbonyl)-α-D-xylo-hepto-1,4-furanuronate

Guidance literature:: With sodium tetrahydroborate; In methanol; at 0 ℃; for 0.666667h;
DOI:10.1021/jo00263a005

Reference yield:

: 22529-61-9
(1R)-1-((3aR,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro(2,3-d)(1,3)dioxol-5-yl)ethane-1,2-diol

: 117918-36-2
methyl 3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-6-C-(methoxycarbonyl)-α-D-xylo-hepto-1,4-furanuronate

Guidance literature:: Multi-step reaction with 3 steps

1: NaIO₄ / methanol; H₂O / 0.5 h / 0 °C

2: 4.74 g / pyridine, acetic acid / 41 h / Ambient temperature

3: 41 percent / NaBH₄ / methanol / 0.67 h / 0 °C

With pyridine; sodium tetrahydroborate; sodium periodate; acetic acid; In methanol; water;
DOI:10.1021/jo00263a005

Reference yield:

: 23558-05-6
3-O-benzyl-1,2-O-isopropylidene-1,5-D-xylo-dialdofuranose

: 117918-36-2
methyl 3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-6-C-(methoxycarbonyl)-α-D-xylo-hepto-1,4-furanuronate

Guidance literature:: Multi-step reaction with 2 steps

1: 4.74 g / pyridine, acetic acid / 41 h / Ambient temperature

2: 41 percent / NaBH₄ / methanol / 0.67 h / 0 °C

With pyridine; sodium tetrahydroborate; acetic acid; In methanol;
DOI:10.1021/jo00263a005