2-(2'-N-acetyl)-(2'-deoxy-3',4',6'-tri-O-benzyl-β-D-glucopyranosyl)-1,3-bis(phenylmethyl)imidazolidine

Base Information

Chemical Name:2-(2'-N-acetyl)-(2'-deoxy-3',4',6'-tri-O-benzyl-β-D-glucopyranosyl)-1,3-bis(phenylmethyl)imidazolidine
CAS No.:898803-27-5
Molecular Formula:C₄₆H₅₁N₃O₅
Molecular Weight:725.928
Hs Code.:

Synonyms:2-(2'-N-acetyl)-(2'-deoxy-3',4',6'-tri-O-benzyl-β-D-glucopyranosyl)-1,3-bis(phenylmethyl)imidazolidine

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Chemical Property of 2-(2'-N-acetyl)-(2'-deoxy-3',4',6'-tri-O-benzyl-β-D-glucopyranosyl)-1,3-bis(phenylmethyl)imidazolidine

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Technology Process of 2-(2'-N-acetyl)-(2'-deoxy-3',4',6'-tri-O-benzyl-β-D-glucopyranosyl)-1,3-bis(phenylmethyl)imidazolidine

There total 8 articles about 2-(2'-N-acetyl)-(2'-deoxy-3',4',6'-tri-O-benzyl-β-D-glucopyranosyl)-1,3-bis(phenylmethyl)imidazolidine 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%

: 898803-24-2
2-(2'-N-acetylamido)-(2'-deoxy-3',4',6'-tri-O-acetyl-β-D-glucopyranosyl)-1,3-bis(phenylmethyl)imidazolidine

: 100-39-0
benzyl bromide

: 898803-27-5
2-(2'-N-acetyl)-(2'-deoxy-3',4',6'-tri-O-benzyl-β-D-glucopyranosyl)-1,3-bis(phenylmethyl)imidazolidine

Guidance literature:: 2-(2'-N-acetylamido)-(2'-deoxy-3',4',6'-tri-O-acetyl-β-D-glucopyranosyl)-1,3-bis(phenylmethyl)imidazolidine; With sodium methylate; In methanol;

benzyl bromide; With sodium hydride; In tetrahydrofuran; Further stages.;
DOI:10.1016/j.carres.2007.09.002

Reference yield:

: N-[(2R,3R,4R,5S,6R)-2-(1,3-Dibenzyl-imidazolidin-2-yl)-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl]-acetamide

: 100-39-0
benzyl bromide

: 898803-27-5
2-(2'-N-acetyl)-(2'-deoxy-3',4',6'-tri-O-benzyl-β-D-glucopyranosyl)-1,3-bis(phenylmethyl)imidazolidine

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 2h;
DOI:10.1055/s-2006-939061

Reference yield:

: 853269-37-1
1-C-(2-N-acetamido-2-deoxy-3,4,6-tri-O-acetyl-β-D-glucopyranosyl)-propane-2-one

: 898803-27-5
2-(2'-N-acetyl)-(2'-deoxy-3',4',6'-tri-O-benzyl-β-D-glucopyranosyl)-1,3-bis(phenylmethyl)imidazolidine

Guidance literature:: Multi-step reaction with 6 steps

1.1: 99 percent / p-TSA / 5 h / 65 °C

2.1: NaI; pyridine / cyclohexane; acetonitrile / 70 °C

3.1: dimethyldioxirane / acetone / 2 h / 20 °C

3.2: aq. sodium metaperiodate / tetrahydrofuran / 3 h / 20 °C

4.1: 0.405 g / glacial AcOH / toluene

5.1: MeONa / methanol / 1 h / 20 °C

6.1: 0.120 mg / NaH / dimethylformamide / 2 h / 20 °C

With pyridine; sodium methylate; 3,3-dimethyldioxirane; sodium hydride; toluene-4-sulfonic acid; acetic acid; sodium iodide; In methanol; cyclohexane; N,N-dimethyl-formamide; acetone; toluene; acetonitrile;
DOI:10.1055/s-2006-939061