2-(((4aR,6S,7R,8R,8aS)-7-acetamido-6-(benzyloxy)-2,2-dimethylhexahydropyrano[3,2-d][1,3]dioxin-8-yl)oxy)acetic acid

Base Information

Chemical Name:2-(((4aR,6S,7R,8R,8aS)-7-acetamido-6-(benzyloxy)-2,2-dimethylhexahydropyrano[3,2-d][1,3]dioxin-8-yl)oxy)acetic acid
CAS No.:78604-09-8
Molecular Formula:C₂₀H₂₇NO₈
Molecular Weight:409.436
Hs Code.:

Synonyms:2-(((4aR,6S,7R,8R,8aS)-7-acetamido-6-(benzyloxy)-2,2-dimethylhexahydropyrano[3,2-d][1,3]dioxin-8-yl)oxy)acetic acid

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Chemical Property of 2-(((4aR,6S,7R,8R,8aS)-7-acetamido-6-(benzyloxy)-2,2-dimethylhexahydropyrano[3,2-d][1,3]dioxin-8-yl)oxy)acetic acid

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Technology Process of 2-(((4aR,6S,7R,8R,8aS)-7-acetamido-6-(benzyloxy)-2,2-dimethylhexahydropyrano[3,2-d][1,3]dioxin-8-yl)oxy)acetic acid

There total 5 articles about 2-(((4aR,6S,7R,8R,8aS)-7-acetamido-6-(benzyloxy)-2,2-dimethylhexahydropyrano[3,2-d][1,3]dioxin-8-yl)oxy)acetic acid 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: 99.0%

: 127528-38-5
benzyl-2-acetamino-2-deoxy-4,6-O-isopropylidene-3-O-methoxycarbonylmethyl-α-D-glucopyranoside

: 78604-09-8
2-(((4aR,6S,7R,8R,8aS)-7-acetamido-6-(benzyloxy)-2,2-dimethylhexahydropyrano[3,2-d][1,3]dioxin-8-yl)oxy)acetic acid

Guidance literature:: With sodium hydroxide; water; In methanol; for 4h;
DOI:10.1135/cccc19980590

Reference yield: 84.0%

: 66026-10-6
N-((4aR,6S,7R,8R,8aS)-6-(benzyloxy)-8-hydroxy-2,2-dimethylhexahydropyrano[3,2-d][1,3]dioxin-7-yl)acetamide

: 79-08-3
bromoacetic acid

: 78604-09-8
2-(((4aR,6S,7R,8R,8aS)-7-acetamido-6-(benzyloxy)-2,2-dimethylhexahydropyrano[3,2-d][1,3]dioxin-8-yl)oxy)acetic acid

Guidance literature:: With sodium hydride; In tetrahydrofuran; at 20 - 50 ℃; for 18h; Inert atmosphere;
DOI:10.1021/acs.jmedchem.6b00681

Reference yield:

: 100-51-6,185532-71-2
benzyl alcohol

: 78604-09-8
2-(((4aR,6S,7R,8R,8aS)-7-acetamido-6-(benzyloxy)-2,2-dimethylhexahydropyrano[3,2-d][1,3]dioxin-8-yl)oxy)acetic acid

Guidance literature:: Multi-step reaction with 3 steps

1: hydrogenchloride / 1,4-dioxane / 4 h / 95 °C / Inert atmosphere

2: toluene-4-sulfonic acid / acetone / 12 h / 20 °C / Inert atmosphere

3: sodium hydride / tetrahydrofuran / 18 h / 20 - 50 °C / Inert atmosphere

With hydrogenchloride; sodium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; 1,4-dioxane; acetone;
DOI:10.1021/acs.jmedchem.6b00681