4-O-(2-O-benzyl-6-deoxy-3,4-O-isopropylidene-α-L-arabino-hex-5-enopyranosyl)-2,3:5,6-di-O-isopropylidene-aldehydo-D-glucose dimethyl acetal

Base Information

Chemical Name:4-O-(2-O-benzyl-6-deoxy-3,4-O-isopropylidene-α-L-arabino-hex-5-enopyranosyl)-2,3:5,6-di-O-isopropylidene-aldehydo-D-glucose dimethyl acetal
CAS No.:639807-49-1
Molecular Formula:C₃₀H₄₄O₁₁
Molecular Weight:580.673
Hs Code.:

Synonyms:4-O-(2-O-benzyl-6-deoxy-3,4-O-isopropylidene-α-L-arabino-hex-5-enopyranosyl)-2,3:5,6-di-O-isopropylidene-aldehydo-D-glucose dimethyl acetal

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Chemical Property of 4-O-(2-O-benzyl-6-deoxy-3,4-O-isopropylidene-α-L-arabino-hex-5-enopyranosyl)-2,3:5,6-di-O-isopropylidene-aldehydo-D-glucose dimethyl acetal

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Technology Process of 4-O-(2-O-benzyl-6-deoxy-3,4-O-isopropylidene-α-L-arabino-hex-5-enopyranosyl)-2,3:5,6-di-O-isopropylidene-aldehydo-D-glucose dimethyl acetal

There total 2 articles about 4-O-(2-O-benzyl-6-deoxy-3,4-O-isopropylidene-α-L-arabino-hex-5-enopyranosyl)-2,3:5,6-di-O-isopropylidene-aldehydo-D-glucose dimethyl 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: 78.0%

: 100-39-0
benzyl bromide

: 639807-48-0
4-O-(3,4-O-isopropylidene-6-O-p-toluenesulfonyl-β-D-galactopyranosyl)-2,3:5,6-di-O-isopropylidene-aldehydo-D-glucose dimethyl acetal

: 639807-49-1
4-O-(2-O-benzyl-6-deoxy-3,4-O-isopropylidene-α-L-arabino-hex-5-enopyranosyl)-2,3:5,6-di-O-isopropylidene-aldehydo-D-glucose dimethyl acetal

Guidance literature:: 4-O-(3,4-O-isopropylidene-6-O-p-toluenesulfonyl-β-D-galactopyranosyl)-2,3:5,6-di-O-isopropylidene-aldehydo-D-glucose dimethyl acetal; With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 3h;

benzyl bromide; In N,N-dimethyl-formamide; at 20 ℃; for 0.75h;
DOI:10.1016/j.carres.2003.08.001

Reference yield:

: 72200-51-2
2,3:5,6-Di-O-isopropylidene-4-O-(3',4'-O-isopropylidene-β-D-galactopyranosyl)-aldehydo-D-glucose dimethyl acetal

: 639807-49-1
4-O-(2-O-benzyl-6-deoxy-3,4-O-isopropylidene-α-L-arabino-hex-5-enopyranosyl)-2,3:5,6-di-O-isopropylidene-aldehydo-D-glucose dimethyl acetal

Guidance literature:: Multi-step reaction with 2 steps

1.1: pyridine / CH₂Cl₂ / 24 h / 20 °C

2.1: NaH / dimethylformamide / 3 h / 0 - 20 °C

2.2: 78 percent / dimethylformamide / 0.75 h / 20 °C

With pyridine; sodium hydride; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.carres.2003.08.001