2-O-acetyl-1,5-anhydro-3-O-benzyl-4-O-(4-methoxybenzyl)-6-deoxy-L-arabino-hex-1-enitol

Base Information

Chemical Name:2-O-acetyl-1,5-anhydro-3-O-benzyl-4-O-(4-methoxybenzyl)-6-deoxy-L-arabino-hex-1-enitol
CAS No.:615541-12-3
Molecular Formula:C₂₃H₂₆O₆
Molecular Weight:398.456
Hs Code.:

Synonyms:2-O-acetyl-1,5-anhydro-3-O-benzyl-4-O-(4-methoxybenzyl)-6-deoxy-L-arabino-hex-1-enitol

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Chemical Property of 2-O-acetyl-1,5-anhydro-3-O-benzyl-4-O-(4-methoxybenzyl)-6-deoxy-L-arabino-hex-1-enitol

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Technology Process of 2-O-acetyl-1,5-anhydro-3-O-benzyl-4-O-(4-methoxybenzyl)-6-deoxy-L-arabino-hex-1-enitol

There total 3 articles about 2-O-acetyl-1,5-anhydro-3-O-benzyl-4-O-(4-methoxybenzyl)-6-deoxy-L-arabino-hex-1-enitol 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: 85.0%

: 3-O-benzyl-4-O-(4-methoxybenzyl)-1,2-O-[1-(exo-methoxy)-ethylidene]-β-L-rhamnopyranose

: 615541-12-3
2-O-acetyl-1,5-anhydro-3-O-benzyl-4-O-(4-methoxybenzyl)-6-deoxy-L-arabino-hex-1-enitol

Guidance literature:: With pyridine; In various solvent(s); for 3h; Heating;
DOI:10.1002/ejoc.200300149

Reference yield:

: 151967-71-4
methyl 2,4-di-O-acetyl-3-O-benzyl-1-thio-α-L-rhamnopyranoside

: 615541-12-3
2-O-acetyl-1,5-anhydro-3-O-benzyl-4-O-(4-methoxybenzyl)-6-deoxy-L-arabino-hex-1-enitol

Guidance literature:: Multi-step reaction with 3 steps

1.1: bromine / CH₂Cl₂ / 0.25 h / 0 °C

1.2: 71 percent / 2,6-lutidine / 21 h / 65 - 66 °C

2.1: 93 percent / powdered KOH; tetrabutylammonium iodide / tetrahydrofuran / 3 h / Heating

3.1: 85 percent / pyridine / various solvent(s) / 3 h / Heating

With pyridine; potassium hydroxide; bromine; tetra-(n-butyl)ammonium iodide; In tetrahydrofuran; dichloromethane;
DOI:10.1002/ejoc.200300149

Reference yield:

: 4-O-acetyl-3-benzyl-1,2-O-[1-(exo-methoxy)-ethylidene]-β-L-rhamnopyranose

: 615541-12-3
2-O-acetyl-1,5-anhydro-3-O-benzyl-4-O-(4-methoxybenzyl)-6-deoxy-L-arabino-hex-1-enitol

Guidance literature:: Multi-step reaction with 2 steps

1: 93 percent / powdered KOH; tetrabutylammonium iodide / tetrahydrofuran / 3 h / Heating

2: 85 percent / pyridine / various solvent(s) / 3 h / Heating

With pyridine; potassium hydroxide; tetra-(n-butyl)ammonium iodide; In tetrahydrofuran;
DOI:10.1002/ejoc.200300149