3-C-benzyloxymethyl-3-deoxy-1,2-O-isopropylidene-6-O-(4-methoxybenzyl)-α-D-ribo-hexofuranos-5-ulose

Base Information

Chemical Name:3-C-benzyloxymethyl-3-deoxy-1,2-O-isopropylidene-6-O-(4-methoxybenzyl)-α-D-ribo-hexofuranos-5-ulose
CAS No.:98039-29-3
Molecular Formula:C₂₅H₃₀O₇
Molecular Weight:442.509
Hs Code.:

Synonyms:3-C-benzyloxymethyl-3-deoxy-1,2-O-isopropylidene-6-O-(4-methoxybenzyl)-α-D-ribo-hexofuranos-5-ulose

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Chemical Property of 3-C-benzyloxymethyl-3-deoxy-1,2-O-isopropylidene-6-O-(4-methoxybenzyl)-α-D-ribo-hexofuranos-5-ulose

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Technology Process of 3-C-benzyloxymethyl-3-deoxy-1,2-O-isopropylidene-6-O-(4-methoxybenzyl)-α-D-ribo-hexofuranos-5-ulose

There total 11 articles about 3-C-benzyloxymethyl-3-deoxy-1,2-O-isopropylidene-6-O-(4-methoxybenzyl)-α-D-ribo-hexofuranos-5-ulose 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: 87.0%

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

: 98039-29-3
3-C-benzyloxymethyl-3-deoxy-1,2-O-isopropylidene-6-O-(4-methoxybenzyl)-α-D-ribo-hexofuranos-5-ulose

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -78 ℃; for 2.5h;
DOI:10.1248/cpb.48.1761

Reference yield:

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

: 98039-29-3
3-C-benzyloxymethyl-3-deoxy-1,2-O-isopropylidene-6-O-(4-methoxybenzyl)-α-D-ribo-hexofuranos-5-ulose

Guidance literature:: Multi-step reaction with 3 steps

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

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

3: 87 percent / DMSO; (COCl)2; Et₃N / CH₂Cl₂ / 2.5 h / -78 °C

With oxalyl dichloride; tri-n-butyl-tin hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; magnesium bromide; In dichloromethane; N,N-dimethyl-formamide; 3: Swern oxidation;
DOI:10.1248/cpb.48.1761

Reference yield:

: 2186-92-7
p-Anisaldehyde dimethyl acetal

: 98039-29-3
3-C-benzyloxymethyl-3-deoxy-1,2-O-isopropylidene-6-O-(4-methoxybenzyl)-α-D-ribo-hexofuranos-5-ulose

Guidance literature:: Multi-step reaction with 3 steps

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

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

3: 87 percent / DMSO; (COCl)2; Et₃N / CH₂Cl₂ / 2.5 h / -78 °C

With oxalyl dichloride; tri-n-butyl-tin hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; magnesium bromide; In dichloromethane; N,N-dimethyl-formamide; 3: Swern oxidation;
DOI:10.1248/cpb.48.1761