2-C-(Hydroxymethyl)-4,5-O-isopropylidene-3-O-(p-methoxybenzyl)-D-arabinose diethyl acetal

Base Information

Chemical Name:2-C-(Hydroxymethyl)-4,5-O-isopropylidene-3-O-(p-methoxybenzyl)-D-arabinose diethyl acetal
CAS No.:171625-62-0
Molecular Formula:C₂₁H₃₄O₈
Molecular Weight:414.496
Hs Code.:

Synonyms:2-C-(Hydroxymethyl)-4,5-O-isopropylidene-3-O-(p-methoxybenzyl)-D-arabinose diethyl acetal

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Chemical Property of 2-C-(Hydroxymethyl)-4,5-O-isopropylidene-3-O-(p-methoxybenzyl)-D-arabinose diethyl acetal

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Technology Process of 2-C-(Hydroxymethyl)-4,5-O-isopropylidene-3-O-(p-methoxybenzyl)-D-arabinose diethyl acetal

There total 5 articles about 2-C-(Hydroxymethyl)-4,5-O-isopropylidene-3-O-(p-methoxybenzyl)-D-arabinose diethyl acetal 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: 84.0%

: 171625-77-7
(S)-2-((R)-((R)-2,2-Dimethyl-1,3-dioxolan-4-yl)((p-methoxybenzyl)oxy)methyl)glycidaldehyde diethyl acetal

: 171625-62-0
2-C-(Hydroxymethyl)-4,5-O-isopropylidene-3-O-(p-methoxybenzyl)-D-arabinose diethyl acetal

Guidance literature:: With sodium hydroxide; In water; dimethyl sulfoxide; for 4.5h; Heating;
DOI:10.1021/jo00129a027

Reference yield:

: 17592-40-4
2-bromo-3,3-diethoxypropene

: 171625-62-0
2-C-(Hydroxymethyl)-4,5-O-isopropylidene-3-O-(p-methoxybenzyl)-D-arabinose diethyl acetal

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / n-BuLi / hexane; diethyl ether / 1.) -78 deg C, 30 min, 2.) -78 deg C, 2 h; -78 deg C to room temp., overnight

2: 84 percent / t-BuOOH, vanadyl acetylacetonate / CH₂Cl₂; benzene / 12 h / Ambient temperature

3: 85 percent / NaH / dimethylformamide / 1.) room temp., 30 min, 2.) 1 h

4: 84 percent / 3 M NaOH / dimethylsulfoxide; H₂O / 4.5 h / Heating

With tert.-butylhydroperoxide; sodium hydroxide; n-butyllithium; vanadyl acetylacetonate; sodium hydride; In diethyl ether; hexane; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo00129a027

Reference yield:

: 69309-97-3,69309-98-4,102629-15-2
2-desoxy-4,5-isopropylidene-2-C-methylene-D-pentose

: 171625-62-0
2-C-(Hydroxymethyl)-4,5-O-isopropylidene-3-O-(p-methoxybenzyl)-D-arabinose diethyl acetal

Guidance literature:: Multi-step reaction with 3 steps

1: 84 percent / t-BuOOH, vanadyl acetylacetonate / CH₂Cl₂; benzene / 12 h / Ambient temperature

2: 85 percent / NaH / dimethylformamide / 1.) room temp., 30 min, 2.) 1 h

3: 84 percent / 3 M NaOH / dimethylsulfoxide; H₂O / 4.5 h / Heating

With tert.-butylhydroperoxide; sodium hydroxide; vanadyl acetylacetonate; sodium hydride; In dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo00129a027