methyl (p-nitrophenyl 5-acetamido-4,7,8,9-tetra-O-acetyl-5-deoxy-α-D-erythro-L-gluco-2-nonulopyranosid)onate

Base Information

• Chemical Name: methyl (p-nitrophenyl 5-acetamido-4,7,8,9-tetra-O-acetyl-5-deoxy-α-D-erythro-L-gluco-2-nonulopyranosid)onate
• CAS No.: 251941-09-0
• Molecular Formula: C₂₆H₃₂N₂O₁₆
• Molecular Weight: 628.544

Synonyms:methyl (p-nitrophenyl 5-acetamido-4,7,8,9-tetra-O-acetyl-5-deoxy-α-D-erythro-L-gluco-2-nonulopyranosid)onate

Chemical Property of methyl (p-nitrophenyl 5-acetamido-4,7,8,9-tetra-O-acetyl-5-deoxy-α-D-erythro-L-gluco-2-nonulopyranosid)onate

Chemical Property:

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Technology Process of methyl (p-nitrophenyl 5-acetamido-4,7,8,9-tetra-O-acetyl-5-deoxy-α-D-erythro-L-gluco-2-nonulopyranosid)onate

There total 1 articles about methyl (p-nitrophenyl 5-acetamido-4,7,8,9-tetra-O-acetyl-5-deoxy-α-D-erythro-L-gluco-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: 76.0%

methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-2-bromo-2,5-dideoxy-D-erythro-α-L-gluco-non-2-ulopyranosonate (109681-08-5) + 4-nitrophenol sodium salt (824-78-2) → methyl (p-nitrophenyl 5-acetamido-4,7,8,9-tetra-O-acetyl-5-deoxy-α-D-erythro-L-gluco-2-nonulopyranosid)onate (251941-09-0)

Guidance literature:

In N,N-dimethyl-formamide; at 20 ℃; for 12h;

DOI:10.1002/1099-0690(200007)2000:14<2643::aid-ejoc2643>3.0.co;2-1

Reference yield: 93.0%

methyl (p-nitrophenyl 5-acetamido-4,7,8,9-tetra-O-acetyl-5-deoxy-α-D-erythro-L-gluco-2-nonulopyranosid)onate (251941-09-0) → (p-nitrophenyl 5-acetamido-5-deoxy-α-D-erythro-L-gluco-2-nonulopyranosidonic) acid

Guidance literature:

With lithium hydroxide; In methanol; water; at 20 ℃; for 1h;

DOI:10.1002/1099-0690(200007)2000:14<2643::aid-ejoc2643>3.0.co;2-1

Reference yield: 82.0%

phenylcarbonochloridothioate (1005-56-7) + methyl (p-nitrophenyl 5-acetamido-4,7,8,9-tetra-O-acetyl-5-deoxy-α-D-erythro-L-gluco-2-nonulopyranosid)onate (251941-09-0) → methyl (p-nitrophenyl 5-acetamido-4,7,8,9-tetra-O-acetyl-5-deoxy-3-O-(phenoxythiocarbonyl)-α-D-erythro-L-gluco-2-nonulopyranosid)onate (294183-03-2)

Guidance literature:

With dmap; In acetonitrile; at 20 ℃; for 2h;

DOI:10.1002/1099-0690(200007)2000:14<2643::aid-ejoc2643>3.0.co;2-1

upstream raw materials:

methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-2-bromo-2,5-dideoxy-D-erythro-α-L-gluco-non-2-ulopyranosonate

4-nitrophenol sodium salt

Downstream raw materials:

methyl (p-nitrophenyl 3,7,8,9-tetra-O-acetyl-4,5-dideoxy-4',5'-dihydro-2'-methyloxazolo[5,4-d]-α-D-erythro-L-altro-2-nonulopyranosid)onate

methyl (p-nitrophenyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-3-fluoro-α-D-erythro-L-manno-2-nonulopyranosid)onate

methyl (p-nitrophenyl 5-acetamido-4,7,8,9-tetra-O-acetyl-5-deoxy-3-O-trifluoromethylsulfonyl-α-D-erythro-L-gluco-2-nonulopyranosid)onate

methyl (p-nitrophenyl 5-acetamido-4,7,8,9-tetra-O-acetyl-5-deoxy-3-O-(phenoxythiocarbonyl)-α-D-erythro-L-gluco-2-nonulopyranosid)onate

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