1-<(11S)-2,3,5,8,9,11-hexa-O-acetyl-10-(benzyloxycarbonyl)amino-6,10-dideoxy-α-L-galacto-D-allo-undecodialdo-1,4-furanose-11,7-pyranos-1-yl>uracil

Base Information

• Chemical Name: 1-<(11S)-2,3,5,8,9,11-hexa-O-acetyl-10-(benzyloxycarbonyl)amino-6,10-dideoxy-α-L-galacto-D-allo-undecodialdo-1,4-furanose-11,7-pyranos-1-yl>uracil
• CAS No.: 95069-12-8
• Molecular Formula: C₃₅H₄₁N₃O₁₈
• Molecular Weight: 791.72
• Mol file: 95069-12-8.mol

Synonyms:

Chemical Property of 1-<(11S)-2,3,5,8,9,11-hexa-O-acetyl-10-(benzyloxycarbonyl)amino-6,10-dideoxy-α-L-galacto-D-allo-undecodialdo-1,4-furanose-11,7-pyranos-1-yl>uracil

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-<(11S)-2,3,5,8,9,11-hexa-O-acetyl-10-(benzyloxycarbonyl)amino-6,10-dideoxy-α-L-galacto-D-allo-undecodialdo-1,4-furanose-11,7-pyranos-1-yl>uracil

There total 3 articles about 1-<(11S)-2,3,5,8,9,11-hexa-O-acetyl-10-(benzyloxycarbonyl)amino-6,10-dideoxy-α-L-galacto-D-allo-undecodialdo-1,4-furanose-11,7-pyranos-1-yl>uracil 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: 82.0%

1-<(11R)-1,3,4,7,9,10-Hexa-O-acetyl-2-<(benzyloxycarbonyl)amino>-2,6-dideoxy-L-allo-α-D-galacto-undecodialdo-1,5-pyranose-11,8-furanosyl>-3-(4-methoxybenzyl)uracil (121846-10-4,121917-63-3) → 1-<(11R)-1,3,4,7,9,10-Hexa-O-acetyl-2-<(benzyloxycarbonyl)amino>-2,6-dideoxy-L-allo-α-D-galacto-undecodialdo-1,5-pyranose-11,8-furanosyl>uracil (95069-12-8,102850-69-1,102850-70-4,104530-19-0)

Guidance literature:

With ammonium cerium(IV) nitrate; water; In acetonitrile; for 0.25h; Heating;

DOI:10.1021/ja00197a047

Reference yield:

acetic anhydride (108-24-7) + 1-<(11S)-2,3,5,8,9-penta-O-acetyl-10-(benzyloxycarbonyl)amino-6,10-dideoxy-11-O-methyl-α-L-galacto-D-allo-undecodialdo-1,4-furanose-11,7-pyranos-1-yl>uracil (87256-68-6,99881-65-9,102850-68-0) → 1-<(11R)-1,3,4,7,9,10-Hexa-O-acetyl-2-<(benzyloxycarbonyl)amino>-2,6-dideoxy-L-allo-α-D-galacto-undecodialdo-1,5-pyranose-11,8-furanosyl>uracil (95069-12-8,102850-69-1,102850-70-4,104530-19-0) + 1-<(11S)-2,3,5,8,9,11-hexa-O-acetyl-10-(benzyloxycarbonyl)amino-6,10-dideoxy-α-L-galacto-D-allo-undecodialdo-1,4-furanose-11,7-pyranos-1-yl>uracil (95069-12-8,102850-69-1,102850-70-4,104530-19-0)

Guidance literature:

With sulfuric acid; at -20 ℃; for 1h; Yield given. Yields of byproduct given;

DOI:10.1016/S0008-6215(00)90698-0

Reference yield:

acetic anhydride (108-24-7) + 1-<(11S)-2,3,5,8,9-penta-O-acetyl-10-(benzyloxycarbonyl)amino-6,10-dideoxy-11-O-methyl-α-L-galacto-D-allo-undecodialdo-1,4-furanose-11,7-pyranos-1-yl>uracil (87256-68-6,99881-65-9,102850-68-0) → 1-<(11R)-1,3,4,7,9,10-Hexa-O-acetyl-2-<(benzyloxycarbonyl)amino>-2,6-dideoxy-L-allo-α-D-galacto-undecodialdo-1,5-pyranose-11,8-furanosyl>uracil (95069-12-8,102850-69-1,102850-70-4,104530-19-0) + 1-<(11S)-2,3,5,8,9,11-hexa-O-acetyl-10-(benzyloxycarbonyl)amino-6,10-dideoxy-α-L-galacto-D-allo-undecodialdo-1,4-furanose-11,7-pyranos-1-yl>uracil (95069-12-8,102850-69-1,102850-70-4,104530-19-0)

Guidance literature:

With sulfuric acid; at -20 ℃; for 1h; Yield given. Yields of byproduct given;

DOI:10.1016/S0008-6215(00)90698-0

upstream raw materials:

acetic anhydride

1-<(11S)-2,3,5,8,9-penta-O-acetyl-10-(benzyloxycarbonyl)amino-6,10-dideoxy-11-O-methyl-α-L-galacto-D-allo-undecodialdo-1,4-furanose-11,7-pyranos-1-yl>uracil

1-<(11R)-1,3,4,7,9,10-Hexa-O-acetyl-2-<(benzyloxycarbonyl)amino>-2,6-dideoxy-L-allo-α-D-galacto-undecodialdo-1,5-pyranose-11,8-furanosyl>-3-(4-methoxybenzyl)uracil

Downstream raw materials:

1-<(11S)-11-O-(2-acetamido-2-deoxy-4,6-O-isopropylidene-3-O-propanoyl-α-D-glucopyranosyl)-2,3,5,8,9-penta-O-acetyl-10-(benzyloxycarbonyl)amino-6,10-dideoxy-α-L-galacto-D-allo-undecodialdo-1,4-furanose-11,7-pyranos-1-yl>uracil

1-<(11S)-11-O-(2-acetamido-2-deoxy-4,6-O-isopropylidene-3-O-propanoyl-β-D-glucopyranosyl)-2,3,5,8,9-penta-O-acetyl-10-(benzyloxycarbonyl)amino-6,10-dideoxy-α-L-galacto-D-allo-undecodialdo-1,4-furanose-11,7-pyranos-1-yl>uracil

1-<(11S)-11-O-(2-acetamido-2-deoxy-4,6-O-isopropylidene-α-D-glucopyranosyl)-10-(benzyloxycarbonyl)amino-6,10-dideoxy-α-L-galacto-D-allo-undecodialdo-1,4-furanose-11,7-pyranos-1-yl>uracil

tunicamycin V