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

Base Information

• Chemical Name: 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
• CAS No.: 1314531-53-7
• Molecular Formula: C₂₆H₃₃N₃O₆S
• Molecular Weight: 515.631
• Mol file: 1314531-53-7.mol

Synonyms:

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 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

There total 8 articles about 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 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: 38.0%

(S)-2-(3-allyloxycarbonylamino-2-oxo-2H-pyridin-1-yl)-3-phenylpropionic acid (1314531-79-7) + (S)-1-(2-methanesulfonylvinyl)-3-methylbutylamine → 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 (1314531-53-7)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; HATU; In dichloromethane; N,N-dimethyl-formamide; at 100 ℃; for 2h; Microwave irradiation;

DOI:10.1002/cmdc.201100093

Reference yield:

(S)-methyl 2-hydroxy-3-phenylpropanoate (13673-95-5) → 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 (1314531-53-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: triethylamine / dichloromethane / 2 h / 20 °C / Inert atmosphere

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

2.2: 12 h / 20 °C / Inert atmosphere

3.1: water; lithium hydroxide / methanol / 5 h / 0 - 20 °C

4.1: N-ethyl-N,N-diisopropylamine; HATU / dichloromethane; N,N-dimethyl-formamide / 2 h / 100 °C / Microwave irradiation

With water; sodium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; lithium hydroxide; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/cmdc.201100093

Reference yield:

(2-oxo-1,2-dihydropyridin-3-yl)carbamic acid allyl ester (1314531-61-7) → 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 (1314531-53-7)

Guidance literature:

Multi-step reaction with 3 steps

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

1.2: 12 h / 20 °C / Inert atmosphere

2.1: water; lithium hydroxide / methanol / 5 h / 0 - 20 °C

3.1: N-ethyl-N,N-diisopropylamine; HATU / dichloromethane; N,N-dimethyl-formamide / 2 h / 100 °C / Microwave irradiation

With water; sodium hydride; N-ethyl-N,N-diisopropylamine; HATU; lithium hydroxide; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/cmdc.201100093

upstream raw materials:

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

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

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

3-amino-2-pyridone