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

Base Information

• Chemical Name: methyl (benzyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosid)onate
• CAS No.: 19342-75-7
• Molecular Formula: C₂₇H₃₅NO₁₃
• Molecular Weight: 581.574
• Mol file: 19342-75-7.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 6 articles about methyl (benzyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosid)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: 96.4%

N-acetyl-4,7,8,9-tetra-O-acetyl-2-chloro-2-deoxyneuraminic acid methyl ester (67670-69-3) + benzyl alcohol (100-51-6,185532-71-2) → methyl (benzyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosid)onate (19342-75-7)

Guidance literature:

With silver salicylate; In dichloromethane; for 5h; Ambient temperature;

DOI:10.1248/cpb.39.1305

Reference yield: 53.0%

methyl (5-acetamido-2,4,7,8,9-penta-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosid)onate (6931-68-6,73208-82-9,74006-95-4,108740-37-0,108740-38-1,108740-39-2,119241-63-3,119241-64-4,119241-65-5,147129-72-4,147129-73-5,72690-21-2) + benzyl alcohol (100-51-6,185532-71-2) → methyl (benzyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosid)onate (19342-75-7)

Guidance literature:

With disilver cis-butenedioate; for 12h;

DOI:10.1016/S0008-6215(00)83672-1

Reference yield: 41.0%

methyl (methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-2-thio-D-glycero-D-galacto-2-nonulopyranosid)onate (144240-36-8) + benzyl alcohol (100-51-6,185532-71-2) → methyl (benzyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosid)onate (19342-75-7) + methyl (benzyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-β-D-glycero-D-galacto-2-nonulopyranosid)onate (19342-74-6)

Guidance literature:

With N-iodo-succinimide; trifluorormethanesulfonic acid; 3 A molecular sieve; In acetonitrile; at -40 - -30 ℃; for 14.5h;

DOI:10.1016/j.bmc.2007.04.038

upstream raw materials:

N-acetyl-4,7,8,9-tetra-O-acetyl-2-chloro-2-deoxyneuraminic acid methyl ester

benzyl alcohol

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

Methyl-(5-acetamido-4,7,8,9-tetra-O-acetyl-2,3,5-tridesoxy-D-glycero-β-D-galacto-2-nonulopyranosylbromid)onat

Downstream raw materials:

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

benzyl 5-amino-3,4-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosidonic acid

(2R,4S,5R,6R)-4-Acetoxy-2-benzyloxy-5-[1-ethoxy-eth-(Z)-ylideneamino]-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester

methyl (benzyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-5-(N-nitrosoacetamido)-D-glycero-α-D-galacto-non-2-ulopyranosid)onate