dimethyl ((3-O-benzyl-1,2-isopropylidene-α-D-xylofuranuronyl)methyl)phosphonate

Base Information

Chemical Name:dimethyl ((3-O-benzyl-1,2-isopropylidene-α-D-xylofuranuronyl)methyl)phosphonate
CAS No.:150591-93-8
Molecular Formula:C₁₈H₂₅O₈P
Molecular Weight:400.365
Hs Code.:

Synonyms:dimethyl ((3-O-benzyl-1,2-isopropylidene-α-D-xylofuranuronyl)methyl)phosphonate

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Chemical Property of dimethyl ((3-O-benzyl-1,2-isopropylidene-α-D-xylofuranuronyl)methyl)phosphonate

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Technology Process of dimethyl ((3-O-benzyl-1,2-isopropylidene-α-D-xylofuranuronyl)methyl)phosphonate

There total 3 articles about dimethyl ((3-O-benzyl-1,2-isopropylidene-α-D-xylofuranuronyl)methyl)phosphonate 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: 100.0%

: 34939-91-8,58648-56-9
dimethyl lithiomethylphosphonate

: 150591-90-5
methyl (3-O-benzyl-1,2-isopropylidene-α-D-xylofuranosid)uronate

: 150591-93-8
dimethyl ((3-O-benzyl-1,2-isopropylidene-α-D-xylofuranuronyl)methyl)phosphonate

Guidance literature:: In tetrahydrofuran; at -78 - 20 ℃;

Reference yield:

: 23558-05-6
3-O-benzyl-1,2-O-isopropylidene-1,5-D-xylo-dialdofuranose

: 150591-93-8
dimethyl ((3-O-benzyl-1,2-isopropylidene-α-D-xylofuranuronyl)methyl)phosphonate

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / NaHCO₃, Br₂ / H₂O / 5 h

2: n-BuLi / tetrahydrofuran / 1.) -78 deg C, 15 min., 2.) -78 deg C --> room temp., 2 h

With n-butyllithium; bromine; sodium hydrogencarbonate; In tetrahydrofuran; water;
DOI:10.1021/jo00100a047

Reference yield:

: 150591-90-5
methyl (3-O-benzyl-1,2-isopropylidene-α-D-xylofuranosid)uronate

: 756-79-6
dimethyl methane phosphonate

: 150591-93-8
dimethyl ((3-O-benzyl-1,2-isopropylidene-α-D-xylofuranuronyl)methyl)phosphonate

Guidance literature:: With n-butyllithium; In tetrahydrofuran; Yield given; 1.) -78 deg C, 15 min., 2.) -78 deg C --> room temp., 2 h;
DOI:10.1021/jo00100a047