[(3S,6S,7R,8R)-8-benzyl-3-[(3-acetoxy-4-methoxy-pyridine-2-carbonyl)amino]-6-methyl-4,9-dioxo-1,5-dioxonan-7-yl]-2-methylpropanoate

Base Information

• Chemical Name: [(3S,6S,7R,8R)-8-benzyl-3-[(3-acetoxy-4-methoxy-pyridine-2-carbonyl)amino]-6-methyl-4,9-dioxo-1,5-dioxonan-7-yl]-2-methylpropanoate
• CAS No.: 234112-93-7
• Molecular Formula: C₂₈H₃₂N₂O₁₀
• Molecular Weight: 556.569
• Mol file: 234112-93-7.mol

Synonyms:[(3S,6S,7R,8R)-8-benzyl-3-[(3-acetoxy-4-methoxy-pyridine-2-carbonyl)amino]-6-methyl-4,9-dioxo-1,5-dioxonan-7-yl]-2-methylpropanoate

Chemical Property of [(3S,6S,7R,8R)-8-benzyl-3-[(3-acetoxy-4-methoxy-pyridine-2-carbonyl)amino]-6-methyl-4,9-dioxo-1,5-dioxonan-7-yl]-2-methylpropanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(3S,6S,7R,8R)-8-benzyl-3-[(3-acetoxy-4-methoxy-pyridine-2-carbonyl)amino]-6-methyl-4,9-dioxo-1,5-dioxonan-7-yl]-2-methylpropanoate

There total 1 articles about [(3S,6S,7R,8R)-8-benzyl-3-[(3-acetoxy-4-methoxy-pyridine-2-carbonyl)amino]-6-methyl-4,9-dioxo-1,5-dioxonan-7-yl]-2-methylpropanoate 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: 100.0%

acetic anhydride (108-24-7) + (3S,6S,7R,8R)-8-benzyl-3-{[(3-hydroxy-4-methoxypyridin-2-yl)carbonyl]amino}-6-methyl-4,9-dioxo-1,5-dioxonan-7-yl2-methylpropanoate (167173-85-5) → [(3S,6S,7R,8R)-8-benzyl-3-[(3-acetoxy-4-methoxy-pyridine-2-carbonyl)amino]-6-methyl-4,9-dioxo-1,5-dioxonan-7-yl]-2-methylpropanoate (234112-93-7)

Guidance literature:

With pyridine;

DOI:10.1016/j.bmcl.2005.02.065

Reference yield:

[(3S,6S,7R,8R)-8-benzyl-3-[(3-acetoxy-4-methoxy-pyridine-2-carbonyl)amino]-6-methyl-4,9-dioxo-1,5-dioxonan-7-yl]-2-methylpropanoate (234112-93-7) → Isobutyric acid (3S,6S,7R,8R)-3-{[1-(3-acetoxy-4-methoxy-pyridin-2-yl)-1-chloro-meth-(Z)-ylidene]-amino}-8-benzyl-6-methyl-4,9-dioxo-[1,5]dioxonan-7-yl ester

Guidance literature:

With pyridine; phosphorus trichloride; In dichloromethane; for 1.5h; Heating;

DOI:10.1016/j.bmcl.2005.02.065

Reference yield:

[(3S,6S,7R,8R)-8-benzyl-3-[(3-acetoxy-4-methoxy-pyridine-2-carbonyl)amino]-6-methyl-4,9-dioxo-1,5-dioxonan-7-yl]-2-methylpropanoate (234112-93-7) → Isobutyric acid (3S,6S,7R,8R)-8-benzyl-3-[(2-hydroxy-pyridine-3-carbonyl)-amino]-6-methyl-4,9-dioxo-[1,5]dioxonan-7-yl ester

Guidance literature:

Multi-step reaction with 4 steps

1: PCl₃; pyridine / CH₂Cl₂ / 1.5 h / Heating

2: -30 °C

3: H₂O

4: 78 percent / EDC*HCl; HOBt; pyridine / tetrahydrofuran

With pyridine; water; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; phosphorus trichloride; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.bmcl.2005.02.065

upstream raw materials:

acetic anhydride

(3S,6S,7R,8R)-8-benzyl-3-{[(3-hydroxy-4-methoxypyridin-2-yl)carbonyl]amino}-6-methyl-4,9-dioxo-1,5-dioxonan-7-yl2-methylpropanoate

Downstream raw materials:

isobutyric acid (3S,6S,7R,8R)-3-amino-8-benzyl-6-methyl-4,9-dioxo-[1,5]dioxonane-7-yl ester