methyl (5-amino-N-(4-phenyl)pentanamide 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-2-thio-α-D-glycero-D-galacto-2-nonulopyranosid)onate

Base Information

Chemical Name:methyl (5-amino-N-(4-phenyl)pentanamide 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-2-thio-α-D-glycero-D-galacto-2-nonulopyranosid)onate
CAS No.:1208104-58-8
Molecular Formula:C₃₁H₄₃N₃O₁₃S
Molecular Weight:697.761
Hs Code.:

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

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

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

There total 8 articles about methyl (5-amino-N-(4-phenyl)pentanamide 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-2-thio-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: 99.0%

: 1208104-57-7
methyl (tert-butyl-5-(4-aminophenyl-5-oxopentylcarbamate) 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-2-thio-α-D-glycero-D-galacto-2-nonulopyranosid)onate

: 1208104-58-8
methyl (5-amino-N-(4-phenyl)pentanamide 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-2-thio-α-D-glycero-D-galacto-2-nonulopyranosid)onate

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1.5h;
DOI:10.1016/j.carres.2009.08.034

Reference yield:

: 20298-35-5,22900-11-4,100678-43-1,109121-98-4,109122-00-1,119241-60-0,119241-61-1,119241-62-2
N-acetylneuraminic acid methyl ester

: 1208104-58-8
methyl (5-amino-N-(4-phenyl)pentanamide 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-2-thio-α-D-glycero-D-galacto-2-nonulopyranosid)onate

Guidance literature:: Multi-step reaction with 5 steps

1: 72 h / 20 °C

2: tetra(n-butyl)ammonium hydrogensulfate; sodium carbonate / ethyl acetate / 3 h / 20 °C

3: tin(II) chloride dihdyrate / ethanol / 2 h / 70 °C

4: dmap; dicyclohexyl-carbodiimide / dichloromethane / 20 °C

5: trifluoroacetic acid / dichloromethane / 1.5 h / 20 °C

With dmap; tin(II) chloride dihdyrate; tetra(n-butyl)ammonium hydrogensulfate; sodium carbonate; dicyclohexyl-carbodiimide; trifluoroacetic acid; In ethanol; dichloromethane; ethyl acetate;
DOI:10.1016/j.carres.2009.08.034

Reference yield:

: 67670-69-3
N-acetyl-4,7,8,9-tetra-O-acetyl-2-chloro-2-deoxyneuraminic acid methyl ester

: 1208104-58-8
methyl (5-amino-N-(4-phenyl)pentanamide 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-2-thio-α-D-glycero-D-galacto-2-nonulopyranosid)onate

Guidance literature:: Multi-step reaction with 4 steps

1: tetra(n-butyl)ammonium hydrogensulfate; sodium carbonate / ethyl acetate / 3 h / 20 °C

2: tin(II) chloride dihdyrate / ethanol / 2 h / 70 °C

3: dmap; dicyclohexyl-carbodiimide / dichloromethane / 20 °C

4: trifluoroacetic acid / dichloromethane / 1.5 h / 20 °C

With dmap; tin(II) chloride dihdyrate; tetra(n-butyl)ammonium hydrogensulfate; sodium carbonate; dicyclohexyl-carbodiimide; trifluoroacetic acid; In ethanol; dichloromethane; ethyl acetate;
DOI:10.1016/j.carres.2009.08.034