9-hydroxy-9-[3-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosylthio)-2-pyrazyinyl]xanthene

Base Information

Chemical Name:9-hydroxy-9-[3-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosylthio)-2-pyrazyinyl]xanthene
CAS No.:314754-51-3
Molecular Formula:C₅₁H₄₆N₂O₇S
Molecular Weight:831.001
Hs Code.:

Synonyms:9-hydroxy-9-[3-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosylthio)-2-pyrazyinyl]xanthene

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 9-hydroxy-9-[3-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosylthio)-2-pyrazyinyl]xanthene

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Technology Process of 9-hydroxy-9-[3-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosylthio)-2-pyrazyinyl]xanthene

There total 2 articles about 9-hydroxy-9-[3-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosylthio)-2-pyrazyinyl]xanthene 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: 83.0%

: 72174-24-4,53269-97-9
(2S,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-[(benzyloxy)methyl]tetrahydro-2H-pyran-2-thiol

: 314754-49-9
9-(3-chloro-2-pyrazinyl)-9-hydroxyxanthene

: 314754-51-3
9-hydroxy-9-[3-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosylthio)-2-pyrazyinyl]xanthene

Guidance literature:: With 15-crown-5; sodium methylate; In methanol; N,N-dimethyl-formamide;
DOI:10.1002/1099-0690(200011)2000:21<3527::aid-ejoc3527>3.3.co;2-g

Reference yield:

: 90-47-1
xanth-9-one

: 314754-51-3
9-hydroxy-9-[3-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosylthio)-2-pyrazyinyl]xanthene

Guidance literature:: Multi-step reaction with 2 steps

1: 82 percent / nBuLi; 2,2,6,6-tetramethylpiperidine / tetrahydrofuran / 2 h / -70 °C

2: 83 percent / NaOMe; 15-crown-5 / methanol; dimethylformamide

With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; 15-crown-5; sodium methylate; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; 1: Addition / 2: Condensation;
DOI:10.1002/1099-0690(200011)2000:21<3527::aid-ejoc3527>3.3.co;2-g

Reference yield: 91.0%

: 64-17-5
ethanol

: 314754-51-3
9-hydroxy-9-[3-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosylthio)-2-pyrazyinyl]xanthene

: 9-ethoxy-9-[3-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosylthio)-2-pyrazinyl]xanthene

Guidance literature:: With camphor-10-sulfonic acid; toluene-4-sulfonic acid; In dichloromethane; at 20 ℃; for 3h;
DOI:10.1002/1099-0690(200011)2000:21<3527::aid-ejoc3527>3.3.co;2-g