9-hydroxy-9-{3-[2,3,4,6-tetra-O-(3-methylbenzyl)-β-D-glucoyranosylthio]-2-pyrazinyl}xanthene

Base Information

Chemical Name:9-hydroxy-9-{3-[2,3,4,6-tetra-O-(3-methylbenzyl)-β-D-glucoyranosylthio]-2-pyrazinyl}xanthene
CAS No.:314754-54-6
Molecular Formula:C₅₅H₅₄N₂O₇S
Molecular Weight:887.109
Hs Code.:

Synonyms:9-hydroxy-9-{3-[2,3,4,6-tetra-O-(3-methylbenzyl)-β-D-glucoyranosylthio]-2-pyrazinyl}xanthene

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Chemical Property of 9-hydroxy-9-{3-[2,3,4,6-tetra-O-(3-methylbenzyl)-β-D-glucoyranosylthio]-2-pyrazinyl}xanthene

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Technology Process of 9-hydroxy-9-{3-[2,3,4,6-tetra-O-(3-methylbenzyl)-β-D-glucoyranosylthio]-2-pyrazinyl}xanthene

There total 3 articles about 9-hydroxy-9-{3-[2,3,4,6-tetra-O-(3-methylbenzyl)-β-D-glucoyranosylthio]-2-pyrazinyl}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: 96.0%

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

: 314754-45-5
S-[2,3,4,6-tetra-O-(3-methylbenzyl)-β-D-glucopyranosyl] thioacetate

: 314754-54-6
9-hydroxy-9-{3-[2,3,4,6-tetra-O-(3-methylbenzyl)-β-D-glucoyranosylthio]-2-pyrazinyl}xanthene

Guidance literature:: S-[2,3,4,6-tetra-O-(3-methylbenzyl)-β-D-glucopyranosyl] thioacetate; With sodium methylate; In methanol; at 20 ℃; for 0.333333h;

9-(3-chloro-2-pyrazinyl)-9-hydroxyxanthene; With 15-crown-5; In N,N-dimethyl-formamide; for 13h;
DOI:10.1002/1099-0690(200011)2000:21<3527::aid-ejoc3527>3.3.co;2-g

Reference yield:

: 90-47-1
xanth-9-one

: 314754-54-6
9-hydroxy-9-{3-[2,3,4,6-tetra-O-(3-methylbenzyl)-β-D-glucoyranosylthio]-2-pyrazinyl}xanthene

Guidance literature:: Multi-step reaction with 2 steps

1.1: 82 percent / nBuLi; 2,2,6,6-tetramethylpiperidine / tetrahydrofuran / 2 h / -70 °C

2.1: NaOMe / methanol / 0.33 h / 20 °C

2.2: 96 percent / 15-crown-5 / dimethylformamide / 13 h

With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; sodium methylate; In tetrahydrofuran; methanol; 1.1: Addition / 2.1: Deacetylation / 2.2: Etherification;
DOI:10.1002/1099-0690(200011)2000:21<3527::aid-ejoc3527>3.3.co;2-g

Reference yield:

: (3R,4S,5R,6R)-3,4,5-Tris-(3-methyl-benzyloxy)-6-(3-methyl-benzyloxymethyl)-tetrahydro-pyran-2-ol

: 314754-54-6
9-hydroxy-9-{3-[2,3,4,6-tetra-O-(3-methylbenzyl)-β-D-glucoyranosylthio]-2-pyrazinyl}xanthene

Guidance literature:: Multi-step reaction with 2 steps

1.1: 84 percent / SOCl₂ / dimethylformamide / 2 h / 20 °C

2.1: NaOMe / methanol / 0.33 h / 20 °C

2.2: 96 percent / 15-crown-5 / dimethylformamide / 13 h

With thionyl chloride; sodium methylate; In methanol; N,N-dimethyl-formamide; 1.1: Acylation / 2.1: Deacetylation / 2.2: Etherification;
DOI:10.1002/1099-0690(200011)2000:21<3527::aid-ejoc3527>3.3.co;2-g