2-O-acetyl-1,6-anhydro-4-O-(tert-butyldiphenylsilyl)-β-D-arabino-hexopyran-3-ulose

Base Information

Chemical Name:2-O-acetyl-1,6-anhydro-4-O-(tert-butyldiphenylsilyl)-β-D-arabino-hexopyran-3-ulose
CAS No.:149793-79-3
Molecular Formula:C₂₄H₂₈O₆Si
Molecular Weight:440.568
Hs Code.:

Synonyms:2-O-acetyl-1,6-anhydro-4-O-(tert-butyldiphenylsilyl)-β-D-arabino-hexopyran-3-ulose

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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 2-O-acetyl-1,6-anhydro-4-O-(tert-butyldiphenylsilyl)-β-D-arabino-hexopyran-3-ulose

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Technology Process of 2-O-acetyl-1,6-anhydro-4-O-(tert-butyldiphenylsilyl)-β-D-arabino-hexopyran-3-ulose

There total 2 articles about 2-O-acetyl-1,6-anhydro-4-O-(tert-butyldiphenylsilyl)-β-D-arabino-hexopyran-3-ulose 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: 94.0%

: 108-24-7
acetic anhydride

: 149793-78-2
1,6-anhydro-4-O-(tert-butyldiphenylsilyl)-β-D-arabino-hexopyran-3-ulose

: 149793-79-3
2-O-acetyl-1,6-anhydro-4-O-(tert-butyldiphenylsilyl)-β-D-arabino-hexopyran-3-ulose

Guidance literature:: With dmap; In dichloromethane; for 2h;
DOI:10.1021/ja00068a025

Reference yield:

: 90405-84-8
(1R,2S,3R,4S,5R)-2-(tert-Butyl-diphenyl-silanyloxy)-6,8-dioxa-bicyclo[3.2.1]octane-3,4-diol

: 149793-79-3
2-O-acetyl-1,6-anhydro-4-O-(tert-butyldiphenylsilyl)-β-D-arabino-hexopyran-3-ulose

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) Bu₂SnO, 2.) Br₂ / 1.) C₆H₆, reflux, 2 h, 2.) C₆H₆, CH₂Cl₂, 1 h

2: 94 percent / DMAP / CH₂Cl₂ / 2 h

With dmap; bromine; di(n-butyl)tin oxide; In dichloromethane;
DOI:10.1021/ja00068a025

Reference yield:

: 2537-48-6
diethyl 1-cyanomethylphosphonate

: 149793-79-3
2-O-acetyl-1,6-anhydro-4-O-(tert-butyldiphenylsilyl)-β-D-arabino-hexopyran-3-ulose

: Acetic acid (1R,2S,4S,5R)-2-(tert-butyl-diphenyl-silanyloxy)-3-[1-cyano-meth-(E)-ylidene]-6,8-dioxa-bicyclo[3.2.1]oct-4-yl ester

Guidance literature:: With sodium hydride; Yield given. Multistep reaction; 1.) THF, 0 deg C, 0.5 h, 2.) THF, -40 deg C, 6 h;
DOI:10.1021/ja00068a025