1,5-anhydro-3-O-benzyl-2-deoxy-4-O-(4-methoxybenzyl)-D-arabinohex-1-enitol

Base Information

• Chemical Name: 1,5-anhydro-3-O-benzyl-2-deoxy-4-O-(4-methoxybenzyl)-D-arabinohex-1-enitol
• CAS No.: 356067-96-4
• Molecular Formula: C₂₁H₂₄O₅
• Molecular Weight: 356.419

Synonyms:1,5-anhydro-3-O-benzyl-2-deoxy-4-O-(4-methoxybenzyl)-D-arabinohex-1-enitol

Chemical Property of 1,5-anhydro-3-O-benzyl-2-deoxy-4-O-(4-methoxybenzyl)-D-arabinohex-1-enitol

Chemical Property:

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Technology Process of 1,5-anhydro-3-O-benzyl-2-deoxy-4-O-(4-methoxybenzyl)-D-arabinohex-1-enitol

There total 11 articles about 1,5-anhydro-3-O-benzyl-2-deoxy-4-O-(4-methoxybenzyl)-D-arabinohex-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: 95.0%

[(2R,3S,4R)-4-Benzyloxy-3-(4-methoxy-benzyloxy)-3,4-dihydro-2H-pyran-2-ylmethoxy]-triisopropyl-silane (356067-95-3) → 1,5-anhydro-3-O-benzyl-2-deoxy-4-O-(4-methoxybenzyl)-D-arabinohex-1-enitol (356067-96-4)

Guidance literature:

With tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran;

DOI:10.1016/S0040-4039(01)00607-4

Reference yield: 92.0%

3-O-benzyl-4,6-O-p-methoxybenzylidene-D-glucal (791790-13-1) → 1,5-anhydro-3-O-benzyl-2-deoxy-4-O-(4-methoxybenzyl)-D-arabinohex-1-enitol (356067-96-4)

Guidance literature:

3-O-benzyl-4,6-O-p-methoxybenzylidene-D-glucal; With diisobutylaluminium hydride; In hexane; dichloromethane; at 0 ℃; for 2h;

With ammonium chloride; rochelle salt; In water;

DOI:10.1021/jo102382r

Reference yield: 87.0%

(2R,4aR,8R,8aS)-8-(benzyloxy)-2-(4-methoxyphenyl)-4,4a,8,8a-tetrahydropyrano [3,2-d][1,3]dioxine (154125-72-1) → 1,5-anhydro-3-O-benzyl-2-deoxy-4-O-(4-methoxybenzyl)-D-arabinohex-1-enitol (356067-96-4)

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane;

DOI:10.1016/S0040-4039(01)00607-4

upstream raw materials:

(2R,4aR,8R,8aS)-8-(benzyloxy)-2-(4-methoxyphenyl)-4,4a,8,8a-tetrahydropyrano [3,2-d][1,3]dioxine

[(2R,3S,4R)-4-Benzyloxy-3-(4-methoxy-benzyloxy)-3,4-dihydro-2H-pyran-2-ylmethoxy]-triisopropyl-silane

benzyl bromide

1,2-dideoxy-6-O-triisopropylsilyl-D-arabino-1-hexenopyranose

Downstream raw materials:

(2S,3S,4R)-4-Benzyloxy-3-(4-methoxy-benzyloxy)-3,4-dihydro-2H-pyran-2-carboxylic acid methyl ester

methyl (n-pentenyl 2-O-benzoyl-3-O-benzyl-β-D-glucopyranosid)-uronate

(2S,3S,4R,5R,6R)-4-Benzyloxy-5-hydroxy-3-(4-methoxy-benzyloxy)-6-pent-4-enyloxy-tetrahydro-pyran-2-carboxylic acid methyl ester

methyl (n-pentenyl 2-O-benzoyl-3-O-benzyl-4-O-para-methoxybenzyl-β-D-glucopyranosid)-uronate

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