benzyl 2,3,4-tri-O-benzyl-1-(2-(S)-[2-methylpyridin-3-yloxymethyl]pyrrolidin-1-ylcarboxy)-β-D-glucopyranuronate

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Chemical Name:benzyl 2,3,4-tri-O-benzyl-1-(2-(S)-[2-methylpyridin-3-yloxymethyl]pyrrolidin-1-ylcarboxy)-β-D-glucopyranuronate
CAS No.:1311144-70-3
Molecular Formula:C₄₆H₄₈N₂O₉
Molecular Weight:772.895
Hs Code.:

Synonyms:benzyl 2,3,4-tri-O-benzyl-1-(2-(S)-[2-methylpyridin-3-yloxymethyl]pyrrolidin-1-ylcarboxy)-β-D-glucopyranuronate

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Chemical Property of benzyl 2,3,4-tri-O-benzyl-1-(2-(S)-[2-methylpyridin-3-yloxymethyl]pyrrolidin-1-ylcarboxy)-β-D-glucopyranuronate

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Technology Process of benzyl 2,3,4-tri-O-benzyl-1-(2-(S)-[2-methylpyridin-3-yloxymethyl]pyrrolidin-1-ylcarboxy)-β-D-glucopyranuronate

There total 3 articles about benzyl 2,3,4-tri-O-benzyl-1-(2-(S)-[2-methylpyridin-3-yloxymethyl]pyrrolidin-1-ylcarboxy)-β-D-glucopyranuronate 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: 89.0%

: 1311144-66-7
benzyl 2,3,4-tri-O-benzyl-1-O-(4-nitrophenoxycarbonyl)-β-D-glucopyranuronate

: 161417-03-4,161417-20-5
2-methyl-3-[(2S)-2-pyrrolidinylmethoxy]pyridine

: 1311144-70-3
benzyl 2,3,4-tri-O-benzyl-1-(2-(S)-[2-methylpyridin-3-yloxymethyl]pyrrolidin-1-ylcarboxy)-β-D-glucopyranuronate

Guidance literature:: With triethylamine; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1021/jo200238d

Reference yield: 73.0%

: 4539-78-0
2,3,4-tri-O-benzyl-D-glucopyranosideuronic acid benzyl ester

: 161417-03-4,161417-20-5
2-methyl-3-[(2S)-2-pyrrolidinylmethoxy]pyridine

: 1311144-70-3
benzyl 2,3,4-tri-O-benzyl-1-(2-(S)-[2-methylpyridin-3-yloxymethyl]pyrrolidin-1-ylcarboxy)-β-D-glucopyranuronate

Guidance literature:: 2,3,4-tri-O-benzyl-D-glucopyranosideuronic acid benzyl ester; With bis-(p-nitrophenyl) carbonate; triethylamine; In dichloromethane; for 3h; Inert atmosphere; Cooling with ice;

2-methyl-3-[(2S)-2-pyrrolidinylmethoxy]pyridine; In dichloromethane; at 20 ℃; for 13h; stereoselective reaction; Cooling with ice;
DOI:10.1021/jo200238d

Reference yield:

: 4539-78-0
2,3,4-tri-O-benzyl-D-glucopyranosideuronic acid benzyl ester

: 1311144-70-3
benzyl 2,3,4-tri-O-benzyl-1-(2-(S)-[2-methylpyridin-3-yloxymethyl]pyrrolidin-1-ylcarboxy)-β-D-glucopyranuronate

Guidance literature:: Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 2.5 h / 0 °C

2: triethylamine / dichloromethane / 2 h / 20 °C

With triethylamine; In dichloromethane;
DOI:10.1021/jo200238d