benzyl (4,5,7,8,9-penta-O-acetyl-3-deoxy-D-glycero-β-D-galacto-2-nonulopyranosyl bromide)onate

Base Information

• Chemical Name: benzyl (4,5,7,8,9-penta-O-acetyl-3-deoxy-D-glycero-β-D-galacto-2-nonulopyranosyl bromide)onate
• CAS No.: 121409-13-0
• Molecular Formula: C₂₆H₃₁BrO₁₃
• Molecular Weight: 631.428
• Mol file: 121409-13-0.mol

Synonyms:benzyl (4,5,7,8,9-penta-O-acetyl-3-deoxy-D-glycero-β-D-galacto-2-nonulopyranosyl bromide)onate

Chemical Property of benzyl (4,5,7,8,9-penta-O-acetyl-3-deoxy-D-glycero-β-D-galacto-2-nonulopyranosyl bromide)onate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl (4,5,7,8,9-penta-O-acetyl-3-deoxy-D-glycero-β-D-galacto-2-nonulopyranosyl bromide)onate

There total 6 articles about benzyl (4,5,7,8,9-penta-O-acetyl-3-deoxy-D-glycero-β-D-galacto-2-nonulopyranosyl bromide)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 2,4,5,7,8,9-hexa-O-acetyl-3-deoxy-D-glycero-β-D-galacto-2-nonulopyranosonate (121409-12-9) → benzyl (4,5,7,8,9-penta-O-acetyl-3-deoxy-D-glycero-β-D-galacto-2-nonulopyranosyl bromide)onate (121409-13-0)

Guidance literature:

With titanium(IV) bromide; In dichloromethane; ethyl acetate; at 0 ℃;

DOI:10.1248/cpb.39.1305

Reference yield:

benzyl 2,4,5,7,8,9-hexa-O-acetyl-3-deoxy-D-glycero-β-D-galacto-2-nonulopyranosonate (121409-12-9) → benzyl (4,5,7,8,9-penta-O-acetyl-3-deoxy-D-glycero-β-D-galacto-2-nonulopyranosyl bromide)onate (121409-13-0)

Guidance literature:

With 4 A molecular sieve; titanium(IV) bromide; In dichloromethane; ethyl acetate; for 16h; Yield given; Ambient temperature;

Reference yield:

benzyl bromide (100-39-0) → benzyl (4,5,7,8,9-penta-O-acetyl-3-deoxy-D-glycero-β-D-galacto-2-nonulopyranosyl bromide)onate (121409-13-0)

Guidance literature:

Multi-step reaction with 2 steps

1: cesium carbonate / dimethylformamide / 2 h / Ambient temperature

2: moleculat sieves 4A, titanium tetrabromide / CH₂Cl₂; ethyl acetate / 16 h / Ambient temperature

With 4 A molecular sieve; titanium(IV) bromide; caesium carbonate; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

upstream raw materials:

benzyl 2,4,5,7,8,9-hexa-O-acetyl-3-deoxy-D-glycero-β-D-galacto-2-nonulopyranosonate

phenyldiazomethane

2,4,5,7,8,9-hexa-O-acetyl-3-deoxy-D-glycero-D-galacto-2-nonulopyranosylonic acid

benzyl bromide

Downstream raw materials:

benzyl (methyl 3-deoxy-D-glycero-α-D-galacto-2-nonulopyranosid)onate

benzyl (methyl 4,5,7,8,9-penta-O-acetyl-3-deoxy-D-glycero-α-D-galacto-2-nonulopyranosid)onate

benzyl 4,5,7,8,9-penta-O-acetyl-2,6-anhydro-2,3-dideoxy-D-glycero-D-galacto-non-2-enonate

benzyl 4,5,7,8,9-penta-O-acetyl-2-(5-cholesten-3β-yloxy)-3-deoxy-D-glycero-β-D-galacto-2-nonulopyranosonate