3-C-benzyloxymethyl-3-deoxy-1,2-O-isopropylidene-6-O-(4-methoxybenzylidene)-α-D-allofuranose

Base Information

Chemical Name:3-C-benzyloxymethyl-3-deoxy-1,2-O-isopropylidene-6-O-(4-methoxybenzylidene)-α-D-allofuranose
CAS No.:98039-20-4
Molecular Formula:C₂₅H₃₂O₇
Molecular Weight:444.525
Hs Code.:

Synonyms:3-C-benzyloxymethyl-3-deoxy-1,2-O-isopropylidene-6-O-(4-methoxybenzylidene)-α-D-allofuranose

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Chemical Property of 3-C-benzyloxymethyl-3-deoxy-1,2-O-isopropylidene-6-O-(4-methoxybenzylidene)-α-D-allofuranose

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Technology Process of 3-C-benzyloxymethyl-3-deoxy-1,2-O-isopropylidene-6-O-(4-methoxybenzylidene)-α-D-allofuranose

There total 8 articles about 3-C-benzyloxymethyl-3-deoxy-1,2-O-isopropylidene-6-O-(4-methoxybenzylidene)-α-D-allofuranose 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: 67.0%

: 53942-86-2
4-methoxybenzyl alcohol sodium salt

: 86654-59-3
5,6-anhydro-3-C-benzyloxymethyl-3-deoxy-1,2-O-isopropylidene-α-D-allofuranose

: 98039-20-4
3-C-benzyloxymethyl-3-deoxy-1,2-O-isopropylidene-6-O-(4-methoxybenzylidene)-α-D-allofuranose

Guidance literature:: In tetrahydrofuran; dimethyl sulfoxide; for 4.5h; Ambient temperature;
DOI:10.1039/P19850000019

Reference yield: 32.0%

: 85315-68-0
3-C-(benzyloxymethyl)-3-deoxy-1,2-O-isopropylidene-α-D-allofuranose

: 824-94-2
p-methoxybenzyl chloride

: 98039-20-4
3-C-benzyloxymethyl-3-deoxy-1,2-O-isopropylidene-6-O-(4-methoxybenzylidene)-α-D-allofuranose

Guidance literature:: With potassium iodide; In toluene; for 15h; Heating;
DOI:10.1248/cpb.48.1761

Reference yield:

: 85315-68-0
3-C-(benzyloxymethyl)-3-deoxy-1,2-O-isopropylidene-α-D-allofuranose

: 98039-20-4
3-C-benzyloxymethyl-3-deoxy-1,2-O-isopropylidene-6-O-(4-methoxybenzylidene)-α-D-allofuranose

Guidance literature:: Multi-step reaction with 2 steps

1: 86 percent / p-TsOH*H₂O / dimethylformamide / 4 h / 55 °C

2: 95 percent / n-Bu₃SnH; MgBr₂ / CH₂Cl₂ / 1 h / 20 °C

With tri-n-butyl-tin hydride; toluene-4-sulfonic acid; magnesium bromide; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1248/cpb.48.1761