1,5-anhydro-2,4-dideoxy-6-O-p-methoxybenzyl-3-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-D-threo-hexitol

Base Information

Chemical Name:1,5-anhydro-2,4-dideoxy-6-O-p-methoxybenzyl-3-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-D-threo-hexitol
CAS No.:152569-25-0
Molecular Formula:C₄₈H₅₄O₉
Molecular Weight:774.951
Hs Code.:

Synonyms:

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Chemical Property of 1,5-anhydro-2,4-dideoxy-6-O-p-methoxybenzyl-3-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-D-threo-hexitol

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Technology Process of 1,5-anhydro-2,4-dideoxy-6-O-p-methoxybenzyl-3-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-D-threo-hexitol

There total 7 articles about 1,5-anhydro-2,4-dideoxy-6-O-p-methoxybenzyl-3-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-D-threo-hexitol 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:

: 4196-35-4
2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl bromide

: 152569-25-0
1,5-anhydro-2,4-dideoxy-6-O-p-methoxybenzyl-3-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-D-threo-hexitol

Guidance literature:: Multi-step reaction with 4 steps

1: 56 percent / Hunig's base, 4 A molecular sieves / tetraethylammonium bromide / CH₂Cl₂; dimethylformamide / 60 h

2: 54 percent / trifluoroacetic acid, sodium cyanoborohydride, 4 A molecular sieves / dimethylformamide / 96 h / Ambient temperature

3: 1.) NaH, imidazole

4: tributyltin hydride / toluene / 4 h / Heating

With 1H-imidazole; 4 A molecular sieve; tri-n-butyl-tin hydride; sodium hydride; sodium cyanoborohydride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; tetraethylammonium bromide; In dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1139/v93-239

Reference yield:

: 2186-92-7
p-Anisaldehyde dimethyl acetal

: 152569-25-0
1,5-anhydro-2,4-dideoxy-6-O-p-methoxybenzyl-3-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-D-threo-hexitol

Guidance literature:: Multi-step reaction with 5 steps

1: 83 percent / p-toluenesulfonic acid monohydrate / acetonitrile

2: 56 percent / Hunig's base, 4 A molecular sieves / tetraethylammonium bromide / CH₂Cl₂; dimethylformamide / 60 h

3: 54 percent / trifluoroacetic acid, sodium cyanoborohydride, 4 A molecular sieves / dimethylformamide / 96 h / Ambient temperature

4: 1.) NaH, imidazole

5: tributyltin hydride / toluene / 4 h / Heating

With 1H-imidazole; 4 A molecular sieve; tri-n-butyl-tin hydride; sodium hydride; sodium cyanoborohydride; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; tetraethylammonium bromide; In dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1139/v93-239

Reference yield:

: 203862-58-2
1,5-anhydro-2-deoxy-4,6-O-p-methoxybenzylidene-D-arabino-hexitol

: 152569-25-0
1,5-anhydro-2,4-dideoxy-6-O-p-methoxybenzyl-3-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-D-threo-hexitol

Guidance literature:: Multi-step reaction with 4 steps

1: 56 percent / Hunig's base, 4 A molecular sieves / tetraethylammonium bromide / CH₂Cl₂; dimethylformamide / 60 h

2: 54 percent / trifluoroacetic acid, sodium cyanoborohydride, 4 A molecular sieves / dimethylformamide / 96 h / Ambient temperature

3: 1.) NaH, imidazole

4: tributyltin hydride / toluene / 4 h / Heating

With 1H-imidazole; 4 A molecular sieve; tri-n-butyl-tin hydride; sodium hydride; sodium cyanoborohydride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; tetraethylammonium bromide; In dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1139/v93-239