6,1',6'-tri-O-tert-butyldiphenylsilyl-2,3,4,6,3',4'-penta-O-benzoylsucrose

Base Information

• Chemical Name: 6,1',6'-tri-O-tert-butyldiphenylsilyl-2,3,4,6,3',4'-penta-O-benzoylsucrose
• CAS No.: 81087-01-6
• Molecular Formula: C₉₅H₉₆O₁₆Si₃
• Molecular Weight: 1578.05

Synonyms:6,1',6'-tri-O-tert-butyldiphenylsilyl-2,3,4,6,3',4'-penta-O-benzoylsucrose

Chemical Property of 6,1',6'-tri-O-tert-butyldiphenylsilyl-2,3,4,6,3',4'-penta-O-benzoylsucrose

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Technology Process of 6,1',6'-tri-O-tert-butyldiphenylsilyl-2,3,4,6,3',4'-penta-O-benzoylsucrose

There total 2 articles about 6,1',6'-tri-O-tert-butyldiphenylsilyl-2,3,4,6,3',4'-penta-O-benzoylsucrose 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%

benzoyl chloride (98-88-4) + (2R,3R,4S,5S,6R)-2-[(2S,3S,4S,5R)-2,5-Bis-(tert-butyl-diphenyl-silanyloxymethyl)-3,4-dihydroxy-tetrahydro-furan-2-yloxy]-6-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-pyran-3,4,5-triol → 6,1',6'-tri-O-tert-butyldiphenylsilyl-2,3,4,6,3',4'-penta-O-benzoylsucrose (81087-01-6)

Guidance literature:

With pyridine; at 0 - 20 ℃; for 2h; Inert atmosphere;

DOI:10.1021/ol401044h

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) + Sucrose (57-50-1) → 6,1',6'-tri-O-tert-butyldiphenylsilyl-2,3,4,6,3',4'-penta-O-benzoylsucrose (81087-01-6)

Guidance literature:

Yield given. Multistep reaction;

DOI:10.1016/S0008-6215(00)80792-2

Reference yield: 96.0%

6,1',6'-tri-O-tert-butyldiphenylsilyl-2,3,4,6,3',4'-penta-O-benzoylsucrose (81087-01-6) → 1-O-tert-butyldiphenylsilyl-3,4-di-O-benzoyl-β-D-fructofuranosyl-2,3,4-tri-O-benzoyl-α-D-glucopyranoside (1055037-08-5)

Guidance literature:

With hydrogen fluoride; In acetonitrile; at 25 ℃; for 48h;

DOI:10.1016/S0008-6215(00)00119-1

upstream raw materials:

tert-butylchlorodiphenylsilane

Sucrose

benzoyl chloride

Downstream raw materials:

(2R,3R,4S,5S)-2-[(2S,3S,4S,5R)-2,5-Bis-(tert-butyl-diphenyl-silanyloxymethyl)-3,4-dihydroxy-tetrahydro-furan-2-yloxy]-6-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-pyran-3,4,5-triol

1-O-tert-butyldiphenylsilyl-3,4-di-O-benzoyl-β-D-fructofuranosyl-2,3,4-tri-O-benzoyl-α-D-glucopyranoside

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