6-hydroxymethylpyridine-2-yl(3,4,6-tri-O-benzyl-2-deoxy-2-nitro-β-D-glucopyranosyl)methanone

Base Information

Chemical Name:6-hydroxymethylpyridine-2-yl(3,4,6-tri-O-benzyl-2-deoxy-2-nitro-β-D-glucopyranosyl)methanone
CAS No.:1353093-80-7
Molecular Formula:C₃₄H₃₄N₂O₈
Molecular Weight:598.653
Hs Code.:

Synonyms:6-hydroxymethylpyridine-2-yl(3,4,6-tri-O-benzyl-2-deoxy-2-nitro-β-D-glucopyranosyl)methanone

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Chemical Property of 6-hydroxymethylpyridine-2-yl(3,4,6-tri-O-benzyl-2-deoxy-2-nitro-β-D-glucopyranosyl)methanone

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Technology Process of 6-hydroxymethylpyridine-2-yl(3,4,6-tri-O-benzyl-2-deoxy-2-nitro-β-D-glucopyranosyl)methanone

There total 7 articles about 6-hydroxymethylpyridine-2-yl(3,4,6-tri-O-benzyl-2-deoxy-2-nitro-β-D-glucopyranosyl)methanone 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: 75.0%

: 39621-11-9
6-(hydroxymethyl)picolinaldehyde

: 117136-22-8
3,4,6-tri-O-benzyl-1,2-dideoxy-2-nitro-D-arabino-hex-1-enopyranose

: 1353093-80-7
6-hydroxymethylpyridine-2-yl(3,4,6-tri-O-benzyl-2-deoxy-2-nitro-β-D-glucopyranosyl)methanone

Guidance literature:: With 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; Inert atmosphere;
DOI:10.1021/ol202959y

Reference yield:

: 1195-59-1
2.6-bis(hydroxymethyl)pyridine

: 1353093-80-7
6-hydroxymethylpyridine-2-yl(3,4,6-tri-O-benzyl-2-deoxy-2-nitro-β-D-glucopyranosyl)methanone

Guidance literature:: Multi-step reaction with 2 steps

1: manganese(IV) oxide / chloroform / 5 h / Inert atmosphere; Reflux

2: 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C / Inert atmosphere

With manganese(IV) oxide; 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; chloroform;
DOI:10.1021/ol202959y

Reference yield:

: 572-09-8,3068-32-4,4026-32-8,6919-96-6,13242-53-0,14227-54-4,14795-18-7,19186-59-5,19285-38-2,21698-13-5,29907-26-4,53369-42-9,60619-58-1,61303-35-3,67337-79-5,69127-37-3,70749-15-4,72002-90-5,75247-30-2,75880-74-9,78418-57-2,102339-89-9,102339-90-2,103530-40-1,114028-03-4,114718-45-5,138514-70-2,138514-71-3
2,3,4,6-tetra-O-acetyl-D-glucopyranosyl bromide

: 1353093-80-7
6-hydroxymethylpyridine-2-yl(3,4,6-tri-O-benzyl-2-deoxy-2-nitro-β-D-glucopyranosyl)methanone

Guidance literature:: Multi-step reaction with 5 steps

1: acetic acid; zinc / water / -20 - 0 °C / Inert atmosphere

2: methanol; sodium methylate / 20 °C / Inert atmosphere

3: sodium hydride / tetrahydrofuran; N,N-dimethyl-formamide; mineral oil / 4 h / 0 - 60 °C / Inert atmosphere

4: nitric acid; acetic anhydride / -33 - 25 °C / Inert atmosphere

5: 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C / Inert atmosphere

With methanol; nitric acid; sodium methylate; 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride; acetic anhydride; sodium hydride; acetic acid; N-ethyl-N,N-diisopropylamine; zinc; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/ol202959y