1,6-Bis-O-[(1,1-dimethylethyl)diphenylsilyl]-beta-D-fructofuranosyl 6-O-[(1,1-dimethylethyl)diphenylsilyl]-alpha-D-glucopyranoside

Base Information

• Chemical Name: 1,6-Bis-O-[(1,1-dimethylethyl)diphenylsilyl]-beta-D-fructofuranosyl 6-O-[(1,1-dimethylethyl)diphenylsilyl]-alpha-D-glucopyranoside
• CAS No.: 81086-97-7
• Molecular Formula: C60H76O11Si3
• Molecular Weight: 0

Synonyms:1,6-Bis-O-[(1,1-dimethylethyl)diphenylsilyl]-beta-D-fructofuranosyl 6-O-[(1,1-dimethylethyl)diphenylsilyl]-alpha-D-glucopyranoside

Chemical Property of 1,6-Bis-O-[(1,1-dimethylethyl)diphenylsilyl]-beta-D-fructofuranosyl 6-O-[(1,1-dimethylethyl)diphenylsilyl]-alpha-D-glucopyranoside

Chemical Property:

Purity/Quality:

95% ^*data from raw suppliers

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Technology Process of 1,6-Bis-O-[(1,1-dimethylethyl)diphenylsilyl]-beta-D-fructofuranosyl 6-O-[(1,1-dimethylethyl)diphenylsilyl]-alpha-D-glucopyranoside

There total 2 articles about 1,6-Bis-O-[(1,1-dimethylethyl)diphenylsilyl]-beta-D-fructofuranosyl 6-O-[(1,1-dimethylethyl)diphenylsilyl]-alpha-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: 86.6%

6,1',6'-tri-O-tert-butyldiphenylsilyl-2,3,4,6,3',4'-penta-O-benzoylsucrose (81087-01-6) → (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 (81086-97-7)

Guidance literature:

With sodium methylate; In methanol; dichloromethane; for 5h; Ambient temperature;

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

Reference yield: 78.0%

tert-butylchlorodiphenylsilane (58479-61-1) + Sucrose (57-50-1) → 6,6’-di-O-tert-butyldiphenylsilylsucrose (81086-92-2) + (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 (81086-97-7)

Guidance literature:

With pyridine; dmap; 1.) 3 h, room temperature, 2.) 24 h, 55-60 deg C;

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

Reference yield: 85.0%

acetic anhydride (108-24-7) + (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 (81086-97-7) → Acetic acid (2S,3S,4R,5R)-4-acetoxy-2,5-bis-(tert-butyl-diphenyl-silanyloxymethyl)-2-[(2R,3R,4S,5R)-3,4,5-triacetoxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-pyran-2-yloxy]-tetrahydro-furan-3-yl ester (81087-02-7)

Guidance literature:

With pyridine;

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

upstream raw materials:

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

tert-butylchlorodiphenylsilane

Sucrose

Downstream raw materials:

Acetic acid (2S,3S,4R,5R)-4-acetoxy-2,5-bis-(tert-butyl-diphenyl-silanyloxymethyl)-2-[(2R,3R,4S,5R)-3,4,5-triacetoxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-pyran-2-yloxy]-tetrahydro-furan-3-yl ester

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