methyl 4-oxo-4-[[(2S)-1-oxo-1-[[(2S)-1-oxo-1-[[(2S)-1-[(3S)-1,1,1-trifluoro-4-methyl-2-oxopentan-3-yl]pyrrolidine-2-carbonyl]amino]propan-2-yl]amino]propan-2-yl]amino]butanoate

Base Information

• Chemical Name: methyl 4-oxo-4-[[(2S)-1-oxo-1-[[(2S)-1-oxo-1-[[(2S)-1-[(3S)-1,1,1-trifluoro-4-methyl-2-oxopentan-3-yl]pyrrolidine-2-carbonyl]amino]propan-2-yl]amino]propan-2-yl]amino]butanoate
• CAS No.: 123285-45-0
• Molecular Formula: C₂₂H₃₃F₃N₄O₇
• Molecular Weight: 522.522
• DSSTox Substance ID: DTXSID00153929
• Wikidata: Q83020977
• Mol file: 123285-45-0.mol

Synonyms:MDL 27,013;MDL 27013;MDL-27013

Chemical Property of methyl 4-oxo-4-[[(2S)-1-oxo-1-[[(2S)-1-oxo-1-[[(2S)-1-[(3S)-1,1,1-trifluoro-4-methyl-2-oxopentan-3-yl]pyrrolidine-2-carbonyl]amino]propan-2-yl]amino]propan-2-yl]amino]butanoate

Chemical Property:

• Vapor Pressure: 1.7E-19mmHg at 25°C
• Boiling Point: 700.9°Cat760mmHg
• Flash Point: 377.7°C
• PSA: 161.45000
• Density: 1.263g/cm³
• LogP: 2.67100
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 12
• Exact Mass: 522.23013389
• Heavy Atom Count: 36
• Complexity: 863

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C(C(=O)C(F)(F)F)N1CCCC1C(=O)NC(=O)C(C)NC(=O)C(C)NC(=O)CCC(=O)OC
• Isomeric SMILES: C[C@@H](C(=O)N[C@@H](C)C(=O)NC(=O)[C@@H]1CCCN1[C@@H](C(C)C)C(=O)C(F)(F)F)NC(=O)CCC(=O)OC

Technology Process of methyl 4-oxo-4-[[(2S)-1-oxo-1-[[(2S)-1-oxo-1-[[(2S)-1-[(3S)-1,1,1-trifluoro-4-methyl-2-oxopentan-3-yl]pyrrolidine-2-carbonyl]amino]propan-2-yl]amino]propan-2-yl]amino]butanoate

There total 7 articles about methyl 4-oxo-4-[[(2S)-1-oxo-1-[[(2S)-1-oxo-1-[[(2S)-1-[(3S)-1,1,1-trifluoro-4-methyl-2-oxopentan-3-yl]pyrrolidine-2-carbonyl]amino]propan-2-yl]amino]propan-2-yl]amino]butanoate 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:

N-(4-methoxy-1,4-dioxobutyl)-L-alanyl-L-alanyl-N-<3,3,3-trifluoro-2-hydroxy-1-(1-methylethyl)propyl>-L-prolinamide (123206-17-7) → N-(4-methoxy-1,4-dioxobutyl)-L-alanyl-L-alanyl-N-<3,3,3-trifluoro-1-(1-methylethyl)-2-oxopropyl>-L-prolinamide (123206-19-9,123285-45-0)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -60 ℃; for 0.25h; Yield given;

DOI:10.1021/jm00163a063

Reference yield:

N-(3,3,3-trifluoro-2-hydroxy-1-(methylethyl)propyl)benzamide (106746-07-0) → N-(4-methoxy-1,4-dioxobutyl)-L-alanyl-L-alanyl-N-<3,3,3-trifluoro-1-(1-methylethyl)-2-oxopropyl>-L-prolinamide (123206-19-9,123285-45-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 64 percent / aq. HCl / ethanol / 20 h / Heating

2: N-methylmorphline (NMM) / acetonitrile; dimethylformamide / 1.) -20 deg C, 4 h, 2.) RT, overnight

3: oxalyl chloride, DMSO / CH₂Cl₂ / 0.25 h / -60 °C

With 4-methyl-morpholine; hydrogenchloride; oxalyl dichloride; dimethyl sulfoxide; In ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/jm00163a063

Reference yield:

N-<3,3,3-trifluoro-2-oxo-1-(2-methylethyl)propyl>benzamide (106942-45-4) → N-(4-methoxy-1,4-dioxobutyl)-L-alanyl-L-alanyl-N-<3,3,3-trifluoro-1-(1-methylethyl)-2-oxopropyl>-L-prolinamide (123206-19-9,123285-45-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 91 percent / NaBH₄ / ethanol / 0 °C

2: 64 percent / aq. HCl / ethanol / 20 h / Heating

3: N-methylmorphline (NMM) / acetonitrile; dimethylformamide / 1.) -20 deg C, 4 h, 2.) RT, overnight

4: oxalyl chloride, DMSO / CH₂Cl₂ / 0.25 h / -60 °C

With 4-methyl-morpholine; hydrogenchloride; sodium tetrahydroborate; oxalyl dichloride; dimethyl sulfoxide; In ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/jm00163a063

upstream raw materials:

N-(4-methoxy-1,4-dioxobutyl)-L-alanyl-L-alanyl-N-<3,3,3-trifluoro-2-hydroxy-1-(1-methylethyl)propyl>-L-prolinamide

N-(3,3,3-trifluoro-2-hydroxy-1-(methylethyl)propyl)benzamide

N-<3,3,3-trifluoro-2-oxo-1-(2-methylethyl)propyl>benzamide

3(RS)-amino-1,1,1-trifluoro-2(RS)-hydroxy-4-methylpentane hydrochloride