acetamidyl-6-deoxy-3,4-di-O-acetyl-2-O-benzyl-L-galactopyranose N-phenyl trifluoroacetimidate

Base Information

• Chemical Name: acetamidyl-6-deoxy-3,4-di-O-acetyl-2-O-benzyl-L-galactopyranose N-phenyl trifluoroacetimidate
• CAS No.: 676324-99-5
• Molecular Formula: C₂₅H₂₆F₃NO₇
• Molecular Weight: 509.479
• Mol file: 676324-99-5.mol

Synonyms:acetamidyl-6-deoxy-3,4-di-O-acetyl-2-O-benzyl-L-galactopyranose N-phenyl trifluoroacetimidate

Chemical Property of acetamidyl-6-deoxy-3,4-di-O-acetyl-2-O-benzyl-L-galactopyranose N-phenyl trifluoroacetimidate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of acetamidyl-6-deoxy-3,4-di-O-acetyl-2-O-benzyl-L-galactopyranose N-phenyl trifluoroacetimidate

There total 1 articles about acetamidyl-6-deoxy-3,4-di-O-acetyl-2-O-benzyl-L-galactopyranose N-phenyl trifluoroacetimidate 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:

phenyl 3,4-di-O-acetyl-2-O-benzyl-1-thio-β-L-fucopyranoside → acetamidyl-6-deoxy-3,4-di-O-acetyl-2-O-benzyl-L-galactopyranose N-phenyl trifluoroacetimidate (676324-99-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / NBS / acetone; H₂O / 1 h / 20 °C

2: 99 percent / Cs₂CO₃ / CH₂Cl₂ / 1.67 h

With N-Bromosuccinimide; caesium carbonate; In dichloromethane; water; acetone;

DOI:10.1021/ol0704946

Reference yield: 78.0%

1,3,4,6-tetra-O-acetyl-α-D-galactopyranoside (19186-40-4) + acetamidyl-6-deoxy-3,4-di-O-acetyl-2-O-benzyl-L-galactopyranose N-phenyl trifluoroacetimidate (676324-99-5) → Acetic acid (2R,3R,4S,5S,6R)-2,5-diacetoxy-6-acetoxymethyl-3-((2S,3S,4R,5R,6S)-4,5-diacetoxy-3-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester

Guidance literature:

With 4 A molecular sieve; In various solvent(s); at 0 - 20 ℃;

DOI:10.1055/s-2004-815415

Reference yield: 66.0%

[(2R,4aR,6S,7R,8R,8aS)-6-(tert-Butyl-dimethyl-silanyloxy)-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-carbamic acid 2,2,2-trichloro-ethyl ester + acetamidyl-6-deoxy-3,4-di-O-acetyl-2-O-benzyl-L-galactopyranose N-phenyl trifluoroacetimidate (676324-99-5) → Acetic acid (2S,3R,4R,5S)-3-acetoxy-5-benzyloxy-6-[(2R,4aR,6S,7R,8R,8aS)-6-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-7-(2,2,2-trichloro-ethoxycarbonylamino)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-2-methyl-tetrahydro-pyran-4-yl ester

Guidance literature:

With 4 A molecular sieve; In various solvent(s); at 0 - 20 ℃;

DOI:10.1055/s-2004-815415