methyl (methyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-β-D-ribo-non-5-en-2-ulopyranosid)-onate

Base Information

• Chemical Name: methyl (methyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-β-D-ribo-non-5-en-2-ulopyranosid)-onate
• CAS No.: 120123-42-4
• Molecular Formula: C₁₉H₂₆O₁₂
• Molecular Weight: 446.408
• Mol file: 120123-42-4.mol

Synonyms:methyl (methyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-β-D-ribo-non-5-en-2-ulopyranosid)-onate

Chemical Property of methyl (methyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-β-D-ribo-non-5-en-2-ulopyranosid)-onate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (methyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-β-D-ribo-non-5-en-2-ulopyranosid)-onate

There total 7 articles about methyl (methyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-β-D-ribo-non-5-en-2-ulopyranosid)-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: 36.0%

methyl (methyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-5-(anti/syn-N-nitrosoacetamido)-D-glycero-β-D-galacto-non-2-ulopyranosid)onate (129385-09-7) + 4-methoxy-phenol (150-76-5) → methyl (methyl 7,8,9-tri-O-acetyl-3,5-dideoxy-4-O-(4-methoxyphenyl)-β-D-arabino-non-4-en-2-ulopyranosid)onate + methyl (methyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-β-D-arabinonon-4-en-2-ulopyranosid)onate + methyl (methyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-β-D-ribo-non-5-en-2-ulopyranosid)-onate (120123-42-4)

Guidance literature:

methyl (methyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-5-(anti/syn-N-nitrosoacetamido)-D-glycero-β-D-galacto-non-2-ulopyranosid)onate; With 18-crown-6 ether; sodium 2,2,2-trifluoroethanolate; In dichloromethane; at -10 ℃; for 0.0833333h; Inert atmosphere;

4-methoxy-phenol; In dichloromethane; at -10 ℃; for 0.0833333h; Inert atmosphere;

DOI:10.1021/acs.joc.9b02279

Reference yield: 33.0%

methyl (methyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-5-(anti/syn-N-nitrosoacetamido)-D-glycero-β-D-galacto-non-2-ulopyranosid)onate (129385-09-7) + phenol (108-95-2,27073-41-2) → methyl (methyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-β-D-arabinonon-4-en-2-ulopyranosid)onate + methyl (methyl 7,8,9-tri-O-acetyl-3-deoxy-4,5-di-O-phenyl-D-glycero-β-D-gulo-non-2-ulopyranosid)onate + methyl (methyl 7,8,9-tri-O-acetyl-3,5-dideoxy-4-O-phenyl-β-D-arabinonon-4-en-2-ulopyranosid)onate + methyl (methyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-β-D-ribo-non-5-en-2-ulopyranosid)-onate (120123-42-4)

Guidance literature:

methyl (methyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-5-(anti/syn-N-nitrosoacetamido)-D-glycero-β-D-galacto-non-2-ulopyranosid)onate; With 18-crown-6 ether; sodium 2,2,2-trifluoroethanolate; In dichloromethane; at -10 ℃; for 0.0833333h; Inert atmosphere;

phenol; In dichloromethane; at -10 ℃; for 0.0833333h; Inert atmosphere;

DOI:10.1021/acs.joc.9b02279

Reference yield: 28.0%

methyl (methyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-5-(anti/syn-N-nitrosoacetamido)-D-glycero-β-D-galacto-non-2-ulopyranosid)onate (129385-09-7) + 2-amino-benzenethiol (137-07-5) → methyl (methyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-gluco-non-2-ulopyranosid)onate + C25H33NO12S + C25H33NO12S + methyl (methyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-β-D-arabinonon-4-en-2-ulopyranosid)onate + methyl (methyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-β-D-ribo-non-5-en-2-ulopyranosid)-onate (120123-42-4)

Guidance literature:

methyl (methyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-5-(anti/syn-N-nitrosoacetamido)-D-glycero-β-D-galacto-non-2-ulopyranosid)onate; With 18-crown-6 ether; sodium 2,2,2-trifluoroethanolate; In dichloromethane; at -10 ℃; for 0.0833333h; Inert atmosphere;

2-amino-benzenethiol; In dichloromethane; at -10 ℃; for 0.0833333h; Inert atmosphere;

DOI:10.1021/acs.joc.9b02279

upstream raw materials:

methyl [methyl 4,7,8,9-tetra-O-acetyl-5-acetamido-3,5-dideoxy-β-D-glycero-D-galacto-non-2-ulopyranoside]onate

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

phenol

4-methoxy-phenol