N-(7-{[3-O-(aminocarbonyl)-5-deoxy-5-C-methyl-4-O-methyl-α-L-lyxohexopyranosyl]oxy}-4-hydroxy-8-methyl-2-oxo-2H-1-benzopyran-3-yl)-4-methoxybenzamide

Base Information

• Chemical Name: N-(7-{[3-O-(aminocarbonyl)-5-deoxy-5-C-methyl-4-O-methyl-α-L-lyxohexopyranosyl]oxy}-4-hydroxy-8-methyl-2-oxo-2H-1-benzopyran-3-yl)-4-methoxybenzamide
• CAS No.: 56824-46-5
• Molecular Formula: C₂₇H₃₀N₂O₁₁
• Molecular Weight: 558.542
• Mol file: 56824-46-5.mol

Synonyms:N-(7-{[3-O-(aminocarbonyl)-5-deoxy-5-C-methyl-4-O-methyl-α-L-lyxohexopyranosyl]oxy}-4-hydroxy-8-methyl-2-oxo-2H-1-benzopyran-3-yl)-4-methoxybenzamide

Chemical Property of N-(7-{[3-O-(aminocarbonyl)-5-deoxy-5-C-methyl-4-O-methyl-α-L-lyxohexopyranosyl]oxy}-4-hydroxy-8-methyl-2-oxo-2H-1-benzopyran-3-yl)-4-methoxybenzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(7-{[3-O-(aminocarbonyl)-5-deoxy-5-C-methyl-4-O-methyl-α-L-lyxohexopyranosyl]oxy}-4-hydroxy-8-methyl-2-oxo-2H-1-benzopyran-3-yl)-4-methoxybenzamide

There total 5 articles about N-(7-{[3-O-(aminocarbonyl)-5-deoxy-5-C-methyl-4-O-methyl-α-L-lyxohexopyranosyl]oxy}-4-hydroxy-8-methyl-2-oxo-2H-1-benzopyran-3-yl)-4-methoxybenzamide 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:

C29H32N2O12 (1489281-74-4) → N-(7-{[3-O-(aminocarbonyl)-5-deoxy-5-C-methyl-4-O-methyl-α-L-lyxohexopyranosyl]oxy}-4-hydroxy-8-methyl-2-oxo-2H-1-benzopyran-3-yl)-4-methoxybenzamide (56824-46-5)

Guidance literature:

With sodium cyanide; In methanol; at 25 ℃;

DOI:10.1016/j.bmc.2013.06.042

Reference yield:

1-<(2,6-dimethyl-4-oxo-4H-<1>benzopyrano<3,4-d>oxazol-7-yl)oxy>-2-acetoxy-4-methoxy-5,5-dimethyl-3-tetrahydropyranyl 5-methyl-1H-pyrrole-2-carboxylate (116635-17-7) → N-(7-{[3-O-(aminocarbonyl)-5-deoxy-5-C-methyl-4-O-methyl-α-L-lyxohexopyranosyl]oxy}-4-hydroxy-8-methyl-2-oxo-2H-1-benzopyran-3-yl)-4-methoxybenzamide (56824-46-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: ethanol / 3 h / Reflux

2.1: dicyclohexyl-carbodiimide; 4-pyrrolidin-1-ylpyridine / ethanol / 0.5 h / 25 °C

2.2: 25 °C

3.1: sodium cyanide / methanol / 25 °C

With sodium cyanide; 4-pyrrolidin-1-ylpyridine; dicyclohexyl-carbodiimide; In methanol; ethanol;

DOI:10.1016/j.bmc.2013.06.042

Reference yield:

7-{[2-O-acetyl-3-O-(aminocarbonyl)-6-deoxy-5-C-methyl-4-O-methyl-α-l-lyxo-hexopyranosyl]oxy}-3-amino-4-hydroxy-8-methyl-2H-1-benzopyran-2-one → N-(7-{[3-O-(aminocarbonyl)-5-deoxy-5-C-methyl-4-O-methyl-α-L-lyxohexopyranosyl]oxy}-4-hydroxy-8-methyl-2-oxo-2H-1-benzopyran-3-yl)-4-methoxybenzamide (56824-46-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: dicyclohexyl-carbodiimide; 4-pyrrolidin-1-ylpyridine / ethanol / 0.5 h / 25 °C

1.2: 25 °C

2.1: sodium cyanide / methanol / 25 °C

With sodium cyanide; 4-pyrrolidin-1-ylpyridine; dicyclohexyl-carbodiimide; In methanol; ethanol;

DOI:10.1016/j.bmc.2013.06.042

upstream raw materials:

1-<(2,6-dimethyl-4-oxo-4H-<1>benzopyrano<3,4-d>oxazol-7-yl)oxy>-2-acetoxy-4-methoxy-5,5-dimethyl-3-tetrahydropyranyl 5-methyl-1H-pyrrole-2-carboxylate

sodium novobiocin

C₂₉H₃₂N₂O₁₂

7-{[2-O-acetyl-3-O-(aminocarbonyl)-6-deoxy-5-C-methyl-4-O-methyl-α-L-lyxohexopyranosyl]oxy}-2,6-dimethyl-4H-[1]benzopyrano[3,4-d]oxazol-4-one