benzyl (5-acetamido-4,7,8,9-tetra-O-acetyl-2-chloro-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulpyranosid)onate

Base Information

• Chemical Name: benzyl (5-acetamido-4,7,8,9-tetra-O-acetyl-2-chloro-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulpyranosid)onate
• CAS No.: 113757-77-0
• Molecular Formula: C₂₆H₃₂ClNO₁₂
• Molecular Weight: 585.993
• Mol file: 113757-77-0.mol

Synonyms:benzyl (5-acetamido-4,7,8,9-tetra-O-acetyl-2-chloro-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulpyranosid)onate

Chemical Property of benzyl (5-acetamido-4,7,8,9-tetra-O-acetyl-2-chloro-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulpyranosid)onate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl (5-acetamido-4,7,8,9-tetra-O-acetyl-2-chloro-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulpyranosid)onate

There total 5 articles about benzyl (5-acetamido-4,7,8,9-tetra-O-acetyl-2-chloro-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulpyranosid)onate 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:

benzyl 5-acetamido-2,4,7,8,9-penta-O-acetyl-3,5-dideoxy-D-glycero-β-D-galacto-2-nonulpyranosylonate (194856-21-8) → benzyl (5-acetamido-4,7,8,9-tetra-O-acetyl-2-chloro-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulpyranosid)onate (113757-77-0)

Guidance literature:

With hydrogenchloride; acetyl chloride; In dichloromethane; at 22 ℃;

DOI:10.1016/0008-6215(93)84162-Y

Reference yield:

(1S,2R)-1-((2R,3R,4S,6R)-3-acetamido-4,6-diacetoxy-6-(benzyloxycarbonyl)tetrahydro-2H-pyran-2-yl)propane-1,2,3-triyl triacetate (113757-76-9) → benzyl (5-acetamido-4,7,8,9-tetra-O-acetyl-2-chloro-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulpyranosid)onate (113757-77-0)

Guidance literature:

With hydrogenchloride; In acetic acid; for 16h; Ambient temperature;

DOI:10.1248/cpb.39.255

Reference yield:

2,4,7,8,9-Penta-O-acetyl-N-acetyl-β-D-neuraminsaeure (19342-36-0) → benzyl (5-acetamido-4,7,8,9-tetra-O-acetyl-2-chloro-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulpyranosid)onate (113757-77-0)

Guidance literature:

Multi-step reaction with 2 steps

1: Cs₂CO₃ / dimethylformamide / 3 h / Ambient temperature

2: hydrogen chloride / acetic acid; various solvent(s) / 16 h / Ambient temperature

With hydrogenchloride; caesium carbonate; In acetic acid; N,N-dimethyl-formamide;

DOI:10.1248/cpb.39.255

upstream raw materials:

(1S,2R)-1-((2R,3R,4S,6R)-3-acetamido-4,6-diacetoxy-6-(benzyloxycarbonyl)tetrahydro-2H-pyran-2-yl)propane-1,2,3-triyl triacetate

benzyl 5-acetamido-2,4,7,8,9-penta-O-acetyl-3,5-dideoxy-D-glycero-β-D-galacto-2-nonulpyranosylonate

2,4,7,8,9-Penta-O-acetyl-N-acetyl-β-D-neuraminsaeure

benzyl bromide

Downstream raw materials:

benzyl onate

Benzyl (4-nitrophenyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-didedoxy-α-D-glycero-D-galacto-2-nonulopyranosid)onate

benzyl (p-tolyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-2-thio-D-glycero-α-D-galacto-non-2-ulpyranosid)onate

benzyl 2-deoxy-2-<(R)-3-tetradecanoyloxytetradecanamido>-3-O-<(R)-3-tetradecanoyloxytetradecanoyl>-6-O-(benzyl-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-β-D-galacto-2-nonulopyranosyl)-β-D-glucopyranoside