1,6-anhydro-2,4-di-O-tert-butyldiphenylsilyl-β-D-glucopyranose

Base Information

• Chemical Name: 1,6-anhydro-2,4-di-O-tert-butyldiphenylsilyl-β-D-glucopyranose
• CAS No.: 1432591-75-7
• Molecular Formula: C₃₈H₄₆O₅Si₂
• Molecular Weight: 638.951
• Mol file: 1432591-75-7.mol

Synonyms:1,6-anhydro-2,4-di-O-tert-butyldiphenylsilyl-β-D-glucopyranose

Chemical Property of 1,6-anhydro-2,4-di-O-tert-butyldiphenylsilyl-β-D-glucopyranose

Chemical Property:

Purity/Quality:

95%-98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,6-anhydro-2,4-di-O-tert-butyldiphenylsilyl-β-D-glucopyranose

There total 1 articles about 1,6-anhydro-2,4-di-O-tert-butyldiphenylsilyl-β-D-glucopyranose 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: 81.0%

tert-butylchlorodiphenylsilane (58479-61-1) + levoglucosan (498-07-7) → 1,6-anhydro-2,4-di-O-tert-butyldiphenylsilyl-β-D-glucopyranose (1432591-75-7)

Guidance literature:

With 1H-imidazole; In tetrahydrofuran; at 0 ℃;

Reference yield: 76.0%

1,6-anhydro-2,4-di-O-tert-butyldiphenylsilyl-β-D-glucopyranose (1432591-75-7) + triphenylaluminium (841-76-9) → 2,4-di-O-tert-butyldiphenylsilyl-1-C-phenyl-β-D-glucopyranoside (1432591-76-8)

Guidance literature:

triphenylaluminium; With aluminum (III) chloride; In tetrahydrofuran; dibutyl ether; at 20 ℃;

1,6-anhydro-2,4-di-O-tert-butyldiphenylsilyl-β-D-glucopyranose; With n-butyllithium; In tetrahydrofuran; hexane; dibutyl ether; at 20 - 130 ℃; for 3h; under 50 Torr; Reagent/catalyst; Time; Temperature; Concentration;

Reference yield: 75.0%

1,6-anhydro-2,4-di-O-tert-butyldiphenylsilyl-β-D-glucopyranose (1432591-75-7) + C7H8AlCl → 2,4-di-O-tert-butyldiphenylsilyl-1-C-phenyl-β-D-glucopyranoside (1432591-76-8) + C39H50O5Si2

Guidance literature:

1,6-anhydro-2,4-di-O-tert-butyldiphenylsilyl-β-D-glucopyranose; With n-butyllithium; Inert atmosphere; Schlenk technique;

C₇H₈AlCl; at 140 ℃; for 6h; Reagent/catalyst; Inert atmosphere; Schlenk technique;

DOI:10.1021/jo502839e

upstream raw materials:

tert-butylchlorodiphenylsilane

levoglucosan

Downstream raw materials:

(2R,3S,4R,5R,6S)-2-(hydroxymethyl)-6-phenyltetrahydro-2H-pyran-3,4,5-triol

canagliflozin

dapagliflozin

2,4-di-O-(tert-butyldiphenyl)silyl-6-O-(ethoxycarbonyl)-1-C-phenyl-β-D-glucopyranoside