(2S,1’S) 2-{3-[1-(4-decyl-3-hydroxy-2-oxo-2,5-dihydro-1H-pyrrole-1-carbonyl)-2-methylpropyl]ureido}-3-phenylpropionic acid

Base Information

Chemical Name:(2S,1’S) 2-{3-[1-(4-decyl-3-hydroxy-2-oxo-2,5-dihydro-1H-pyrrole-1-carbonyl)-2-methylpropyl]ureido}-3-phenylpropionic acid
CAS No.:1403380-46-0
Molecular Formula:C₂₉H₄₃N₃O₆
Molecular Weight:529.677
Hs Code.:

Synonyms:(2S,1’S) 2-{3-[1-(4-decyl-3-hydroxy-2-oxo-2,5-dihydro-1H-pyrrole-1-carbonyl)-2-methylpropyl]ureido}-3-phenylpropionic acid

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Chemical Property of (2S,1’S) 2-{3-[1-(4-decyl-3-hydroxy-2-oxo-2,5-dihydro-1H-pyrrole-1-carbonyl)-2-methylpropyl]ureido}-3-phenylpropionic acid

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Technology Process of (2S,1’S) 2-{3-[1-(4-decyl-3-hydroxy-2-oxo-2,5-dihydro-1H-pyrrole-1-carbonyl)-2-methylpropyl]ureido}-3-phenylpropionic acid

There total 4 articles about (2S,1’S) 2-{3-[1-(4-decyl-3-hydroxy-2-oxo-2,5-dihydro-1H-pyrrole-1-carbonyl)-2-methylpropyl]ureido}-3-phenylpropionic acid 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: 77.0%

: (2S,1’S) 2-{3-[1-(3-benzyloxy-4-dec-1-enyl-2-oxo-2,5-dihydro-1H-pyrrole-1-carbonyl)-2-methylpropyl]ureido}-3-phenylpropionic acid benzyl ester

: 1403380-46-0
(2S,1’S) 2-{3-[1-(4-decyl-3-hydroxy-2-oxo-2,5-dihydro-1H-pyrrole-1-carbonyl)-2-methylpropyl]ureido}-3-phenylpropionic acid

Guidance literature:: With palladium 10% on activated carbon; hydrogen; In ethyl acetate; at 20 ℃; for 2h;
DOI:10.3762/bjoc.12.159

Reference yield:

: (1S) [1-(3-benzyloxy-4-dec-1-enyl-2-oxo-2,5-dihydro-1H-pyrrole-1-carbonyl)-2-methylpropyl]carbamic acid tert-butyl ester

: 1403380-46-0
(2S,1’S) 2-{3-[1-(4-decyl-3-hydroxy-2-oxo-2,5-dihydro-1H-pyrrole-1-carbonyl)-2-methylpropyl]ureido}-3-phenylpropionic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: dichloromethane / 1 h / 0 - 20 °C

2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.25 h / 20 °C

2.2: 1 h / 20 °C

3.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 2 h / 20 °C

With palladium 10% on activated carbon; hydrogen; N-ethyl-N,N-diisopropylamine; In dichloromethane; ethyl acetate;
DOI:10.3762/bjoc.12.159

Reference yield:

: C₂₂H₃₂N₂O₆

: 1403380-46-0
(2S,1’S) 2-{3-[1-(4-decyl-3-hydroxy-2-oxo-2,5-dihydro-1H-pyrrole-1-carbonyl)-2-methylpropyl]ureido}-3-phenylpropionic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: pyridinium chlorochromate / dichloromethane / 12 h / 0 - 20 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.75 h / Inert atmosphere; Cooling with ice

2.2: 1 h / -78 °C / Inert atmosphere

3.1: dichloromethane / 1 h / 0 - 20 °C

4.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.25 h / 20 °C

4.2: 1 h / 20 °C

5.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 2 h / 20 °C

With n-butyllithium; palladium 10% on activated carbon; hydrogen; N-ethyl-N,N-diisopropylamine; pyridinium chlorochromate; In tetrahydrofuran; hexane; dichloromethane; ethyl acetate; 2.1: |Wittig Olefination / 2.2: |Wittig Olefination;
DOI:10.3762/bjoc.12.159