2,4-di-O-tert-butyldiphenylsilyl-1-C-phenyl-β-D-glucopyranoside

Base Information

• Chemical Name: 2,4-di-O-tert-butyldiphenylsilyl-1-C-phenyl-β-D-glucopyranoside
• CAS No.: 1432591-76-8
• Molecular Formula: C₄₄H₅₂O₅Si₂
• Molecular Weight: 717.065
• Mol file: 1432591-76-8.mol

Synonyms:2,4-di-O-tert-butyldiphenylsilyl-1-C-phenyl-β-D-glucopyranoside

Chemical Property of 2,4-di-O-tert-butyldiphenylsilyl-1-C-phenyl-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,4-di-O-tert-butyldiphenylsilyl-1-C-phenyl-β-D-glucopyranoside

There total 8 articles about 2,4-di-O-tert-butyldiphenylsilyl-1-C-phenyl-β-D-glucopyranoside 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: 77.0%

C40H51AlO5Si2 → 2,4-di-O-tert-butyldiphenylsilyl-1-C-phenyl-β-D-glucopyranoside (1432591-76-8)

Guidance literature:

With aluminum (III) chloride; triphenylaluminium; In tetrahydrofuran; dibutyl ether; at 140 ℃; for 3.5h; stereoselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1021/jo502839e

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:

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

triphenylaluminium

phenylmagnesium bromide

levoglucosan

Downstream raw materials:

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

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