6-(2-Methylamino-benzoylamino)-4-oxo-hexanoic acid (2R,3S,5R)-2-(bis-benzyloxy-phosphoryloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester

Base Information

• Chemical Name: 6-(2-Methylamino-benzoylamino)-4-oxo-hexanoic acid (2R,3S,5R)-2-(bis-benzyloxy-phosphoryloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester
• CAS No.: 216568-81-9
• Molecular Formula: C₃₈H₄₃N₄O₁₁P
• Molecular Weight: 762.753
• Mol file: 216568-81-9.mol

Synonyms:

Chemical Property of 6-(2-Methylamino-benzoylamino)-4-oxo-hexanoic acid (2R,3S,5R)-2-(bis-benzyloxy-phosphoryloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-(2-Methylamino-benzoylamino)-4-oxo-hexanoic acid (2R,3S,5R)-2-(bis-benzyloxy-phosphoryloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester

There total 7 articles about 6-(2-Methylamino-benzoylamino)-4-oxo-hexanoic acid (2R,3S,5R)-2-(bis-benzyloxy-phosphoryloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 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:

6-(2-Methylamino-benzoylamino)-4-oxo-hexanoic acid (2R,3S,5R)-2-(bis-benzyloxy-phosphanyloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester → 6-(2-Methylamino-benzoylamino)-4-oxo-hexanoic acid (2R,3S,5R)-2-(bis-benzyloxy-phosphoryloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester (216568-81-9)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at -40 - 0 ℃; for 0.75h; Yield given;

DOI:10.1080/07328319808004742

Reference yield:

N-Methylisatoic anhydride (10328-92-4) → 6-(2-Methylamino-benzoylamino)-4-oxo-hexanoic acid (2R,3S,5R)-2-(bis-benzyloxy-phosphoryloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester (216568-81-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 82 percent / pyridine / 18 h / Ambient temperature

2: 82 percent / DCC, DMAP / CH₂Cl₂ / Ambient temperature

3: PfSO₃H / CH₂Cl₂; methanol

4: 1H-tetrazole / CH₂Cl₂ / Ambient temperature

5: MCPBA / CH₂Cl₂ / 0.75 h / -40 - 0 °C

With pyridine; 1H-tetrazole; dmap; PfSO₃H; 3-chloro-benzenecarboperoxoic acid; dicyclohexyl-carbodiimide; In methanol; dichloromethane;

DOI:10.1080/07328319808004742

Reference yield:

6-amino-4-oxo-hexanoic acid ; hydrochloride (102074-28-2) → 6-(2-Methylamino-benzoylamino)-4-oxo-hexanoic acid (2R,3S,5R)-2-(bis-benzyloxy-phosphoryloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester (216568-81-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 82 percent / pyridine / 18 h / Ambient temperature

2: 82 percent / DCC, DMAP / CH₂Cl₂ / Ambient temperature

3: PfSO₃H / CH₂Cl₂; methanol

4: 1H-tetrazole / CH₂Cl₂ / Ambient temperature

5: MCPBA / CH₂Cl₂ / 0.75 h / -40 - 0 °C

With pyridine; 1H-tetrazole; dmap; PfSO₃H; 3-chloro-benzenecarboperoxoic acid; dicyclohexyl-carbodiimide; In methanol; dichloromethane;

DOI:10.1080/07328319808004742

upstream raw materials:

6-amino-4-oxo-hexanoic acid ; hydrochloride

N-Methylisatoic anhydride

6-(2-Methylamino-benzoylamino)-4-oxo-hexanoic acid

6-phthalimido-4-oxo-hexanoic acid ethyl ester

Downstream raw materials:

6-(2-Methylamino-benzoylamino)-4-oxo-hexanoic acid (2R,3S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-phosphonooxymethyl-tetrahydro-furan-3-yl ester