(S)-2-(3-allyloxycarbonylamino-2-oxo-2H-pyridin-1-yl)-3-phenylpropionic acid methyl ester

Base Information

• Chemical Name: (S)-2-(3-allyloxycarbonylamino-2-oxo-2H-pyridin-1-yl)-3-phenylpropionic acid methyl ester
• CAS No.: 1314531-71-9
• Molecular Formula: C₁₉H₂₀N₂O₅
• Molecular Weight: 356.378
• Mol file: 1314531-71-9.mol

Synonyms:(S)-2-(3-allyloxycarbonylamino-2-oxo-2H-pyridin-1-yl)-3-phenylpropionic acid methyl ester

Chemical Property of (S)-2-(3-allyloxycarbonylamino-2-oxo-2H-pyridin-1-yl)-3-phenylpropionic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-(3-allyloxycarbonylamino-2-oxo-2H-pyridin-1-yl)-3-phenylpropionic acid methyl ester

There total 3 articles about (S)-2-(3-allyloxycarbonylamino-2-oxo-2H-pyridin-1-yl)-3-phenylpropionic acid methyl 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: 68.0%

(2-oxo-1,2-dihydropyridin-3-yl)carbamic acid allyl ester (1314531-61-7) + (S)-2-methanesulfonyloxy-3-phenylpropionic acid methyl ester (135912-77-5,135914-78-2,146805-73-4) → (S)-2-(3-allyloxycarbonylamino-2-oxo-2H-pyridin-1-yl)-3-phenylpropionic acid methyl ester (1314531-71-9)

Guidance literature:

(2-oxo-1,2-dihydropyridin-3-yl)carbamic acid allyl ester; With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 1h; Inert atmosphere;

(S)-2-methanesulfonyloxy-3-phenylpropionic acid methyl ester; In N,N-dimethyl-formamide; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1002/cmdc.201100093

Reference yield:

(R)-2-methanesulfonyloxy-3-phenylpropionic acid methyl ester (173327-33-8) + (2-oxo-1,2-dihydropyridin-3-yl)carbamic acid allyl ester (1314531-61-7) → (S)-2-(3-allyloxycarbonylamino-2-oxo-2H-pyridin-1-yl)-3-phenylpropionic acid methyl ester (1314531-71-9)

Guidance literature:

(2-oxo-1,2-dihydropyridin-3-yl)carbamic acid allyl ester; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 1h; Inert atmosphere;

(R)-2-methanesulfonyloxy-3-phenylpropionic acid methyl ester; at 20 ℃; for 12h;

DOI:10.1016/j.molstruc.2020.129633

Reference yield:

3-amino-2-pyridone (33630-99-8) → (S)-2-(3-allyloxycarbonylamino-2-oxo-2H-pyridin-1-yl)-3-phenylpropionic acid methyl ester (1314531-71-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydrogencarbonate / 1,4-dioxane; water / 12 h / 0 - 20 °C

2.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 - 20 °C / Inert atmosphere

2.2: 12 h / 20 °C / Inert atmosphere

With sodium hydride; sodium hydrogencarbonate; In 1,4-dioxane; water; N,N-dimethyl-formamide;

DOI:10.1002/cmdc.201100093

upstream raw materials:

(2-oxo-1,2-dihydropyridin-3-yl)carbamic acid allyl ester

(S)-2-methanesulfonyloxy-3-phenylpropionic acid methyl ester

3-amino-2-pyridone

(R)-2-methanesulfonyloxy-3-phenylpropionic acid methyl ester

Downstream raw materials:

(S)-2-(3-allyloxycarbonylamino-2-oxo-2H-pyridin-1-yl)-3-phenylpropionic acid

allyl-1-((S)-1-((S,E)-5-methyl-1-(methylsulfonyl)hex-1-en-3-ylamino)-1-oxo-3-phenylpropan-2-yl)-2-oxo-1,2-dihydropyridin-3-ylcarbamate

allyl-1-((S)-1-((S,E)-1-(ethylsulfonyl)-5-methylhex-1-en-3-ylamino)-1-oxo-3-phenylpropan-2-yl)-2-oxo-1,2-dihydropyridin-3-ylcarbamate

allyl-1-((S)-1-((S,E)-5-methyl-1-(phenylsulfonyl)hex-1-en-3-ylamino)-1-oxo-3-phenylpropan-2-yl)-2-oxo-1,2-dihydropyridin-3-ylcarbamate