methyl 5-acetamido-4,7,9-tri-O-acetyl-2,6-anhydro-3,5-dideoxy-8-O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-5-deoxy-3--α-D-erythro-L-gluco-2-nonulopyranosylonate)-D-glycero-D-galacto-non-2-enopyranosonate

Base Information

• Chemical Name: methyl 5-acetamido-4,7,9-tri-O-acetyl-2,6-anhydro-3,5-dideoxy-8-O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-5-deoxy-3--α-D-erythro-L-gluco-2-nonulopyranosylonate)-D-glycero-D-galacto-non-2-enopyranosonate
• CAS No.: 109714-16-1
• Molecular Formula: C₄₅H₅₆N₂O₂₅S
• Molecular Weight: 1057
• Mol file: 109714-16-1.mol

Synonyms:methyl 5-acetamido-4,7,9-tri-O-acetyl-2,6-anhydro-3,5-dideoxy-8-O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-5-deoxy-3--α-D-erythro-L-gluco-2-nonulopyranosylonate)-D-glycero-D-galacto-non-2-enopyranosonate

Chemical Property of methyl 5-acetamido-4,7,9-tri-O-acetyl-2,6-anhydro-3,5-dideoxy-8-O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-5-deoxy-3--α-D-erythro-L-gluco-2-nonulopyranosylonate)-D-glycero-D-galacto-non-2-enopyranosonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 5-acetamido-4,7,9-tri-O-acetyl-2,6-anhydro-3,5-dideoxy-8-O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-5-deoxy-3--α-D-erythro-L-gluco-2-nonulopyranosylonate)-D-glycero-D-galacto-non-2-enopyranosonate

There total 3 articles about methyl 5-acetamido-4,7,9-tri-O-acetyl-2,6-anhydro-3,5-dideoxy-8-O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-5-deoxy-3--α-D-erythro-L-gluco-2-nonulopyranosylonate)-D-glycero-D-galacto-non-2-enopyranosonate 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: 85.0%

methyl 5-acetamido-4,7,9-tri-O-acetyl-2,6-anhydro-2,3,5-trideoxy-8-O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-5-deoxy-α-D-erythro-L-gluco-2-nonulopyranosylonate)-D-glycero-D-galacto-non-2-enopyranosonate (109714-15-0) + phenylcarbonochloridothioate (1005-56-7) → methyl 5-acetamido-4,7,9-tri-O-acetyl-2,6-anhydro-3,5-dideoxy-8-O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-5-deoxy-3--α-D-erythro-L-gluco-2-nonulopyranosylonate)-D-glycero-D-galacto-non-2-enopyranosonate (109714-16-1)

Guidance literature:

With dmap; In N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)85176-X

Reference yield:

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) → methyl 5-acetamido-4,7,9-tri-O-acetyl-2,6-anhydro-3,5-dideoxy-8-O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-5-deoxy-3--α-D-erythro-L-gluco-2-nonulopyranosylonate)-D-glycero-D-galacto-non-2-enopyranosonate (109714-16-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 26 percent / Na₂HPO₄, AgOTf / 1,2-dichloro-ethane; toluene / 1.) 0 deg C, 10 min; 2.) r.t., 10 min

2: 83 percent / DMAP / dimethylformamide / 24 h / 60 °C

With dmap; disodium hydrogenphosphate; silver trifluoromethanesulfonate; In 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene;

DOI:10.1016/S0040-4020(01)85909-3

Reference yield:

methyl 5-acetamido-4,7,9-tri-O-acetyl-2,6-anhydro-3,5-dideoxy-D-glycero-D-galacto-non-2-enopyranosonate (108999-11-7) → methyl 5-acetamido-4,7,9-tri-O-acetyl-2,6-anhydro-3,5-dideoxy-8-O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-5-deoxy-3--α-D-erythro-L-gluco-2-nonulopyranosylonate)-D-glycero-D-galacto-non-2-enopyranosonate (109714-16-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 26 percent / Na₂HPO₄, AgOTf / 1,2-dichloro-ethane; toluene / 1.) 0 deg C, 10 min; 2.) r.t., 10 min

2: 83 percent / DMAP / dimethylformamide / 24 h / 60 °C

With dmap; disodium hydrogenphosphate; silver trifluoromethanesulfonate; In 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene;

DOI:10.1016/S0040-4020(01)85909-3

upstream raw materials:

methyl 5-acetamido-4,7,9-tri-O-acetyl-2,6-anhydro-2,3,5-trideoxy-8-O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-5-deoxy-α-D-erythro-L-gluco-2-nonulopyranosylonate)-D-glycero-D-galacto-non-2-enopyranosonate

phenylcarbonochloridothioate

methyl 5-acetamido-4,7,9-tri-O-acetyl-2,6-anhydro-3,5-dideoxy-D-glycero-D-galacto-non-2-enopyranosonate

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