4-O-acetyl-3-O-((tert-butyldimethyl)silyl)-2-deoxy-2-thiophenyl-6-O-tosyl-α-D-gluco-pyranose

Base Information

Chemical Name:4-O-acetyl-3-O-((tert-butyldimethyl)silyl)-2-deoxy-2-thiophenyl-6-O-tosyl-α-D-gluco-pyranose
CAS No.:136174-76-0
Molecular Formula:C₂₇H₃₈O₈S₂Si
Molecular Weight:582.811
Hs Code.:

Synonyms:4-O-acetyl-3-O-((tert-butyldimethyl)silyl)-2-deoxy-2-thiophenyl-6-O-tosyl-α-D-gluco-pyranose

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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 4-O-acetyl-3-O-((tert-butyldimethyl)silyl)-2-deoxy-2-thiophenyl-6-O-tosyl-α-D-gluco-pyranose

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Technology Process of 4-O-acetyl-3-O-((tert-butyldimethyl)silyl)-2-deoxy-2-thiophenyl-6-O-tosyl-α-D-gluco-pyranose

There total 1 articles about 4-O-acetyl-3-O-((tert-butyldimethyl)silyl)-2-deoxy-2-thiophenyl-6-O-tosyl-α-D-gluco-pyranose 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:

: Acetic acid (2R,3R,4S,5R)-4-(tert-butyl-dimethyl-silanyloxy)-6-chloro-5-phenylsulfanyl-2-(toluene-4-sulfonyloxymethyl)-tetrahydro-pyran-3-yl ester

: 136174-76-0
4-O-acetyl-3-O-((tert-butyldimethyl)silyl)-2-deoxy-2-thiophenyl-6-O-tosyl-α-D-gluco-pyranose

: 4-O-acetyl-3-O-((tert-butyldimethyl)silyl)-2-deoxy-2-thiophenyl-6-O-tosyl-β-D-gluco-pyranose

Guidance literature:: With water; silver carbonate; In tetrahydrofuran; for 72h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
DOI:10.1021/ja00113a013

Reference yield: 91.0%

: 136174-76-0,136174-77-1,136174-94-2,136174-95-3
4-O-acetyl-3-O-((tert-butyldimethyl)silyl)-2-deoxy-2-thiophenyl-6-O-tosyl-D-gluco-pyranose

: 545-06-2
trichloroacetonitrile

: 142865-94-9
4-O-acetyl-3-O-(tert-butyldimethylsilyl)-2-deoxy-2-thiophenyl-6-O-p-toluenesulfonyl-1-trichloroacetimido-α-D-glucopyranose

Guidance literature:: With sodium hydride; at -20 ℃; for 1h;
DOI:10.1016/S0040-4020(97)90395-1

Reference yield: 81.0%

: 136174-76-0
4-O-acetyl-3-O-((tert-butyldimethyl)silyl)-2-deoxy-2-thiophenyl-6-O-tosyl-α-D-gluco-pyranose

: 135-19-3
β-naphthol

: 136174-78-2
2-naphthyl 4-O-acetyl-3-O-((tert-butyldimethyl)silyl)-2-deoxy-2-(thiophenyl)-6-O-tosyl-β-D-gluco-pyranose

: 136174-96-4
2-naphthyl 4-O-acetyl-3-O-((tert-butyldimethyl)silyl)-2-deoxy-2-(thiophenyl)-6-O-tosyl-α-D-gluco-pyranose

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In toluene; at 0 ℃; Yields of byproduct given;
DOI:10.1021/jo00020a003