(S)-3-Benzyloxycarbonylamino-4-oxo-5-(2-phenyl-5-trifluoromethyl-2H-pyrazol-3-yloxy)-pentanoic acid tert-butyl ester

Base Information

• Chemical Name: (S)-3-Benzyloxycarbonylamino-4-oxo-5-(2-phenyl-5-trifluoromethyl-2H-pyrazol-3-yloxy)-pentanoic acid tert-butyl ester
• CAS No.: 159391-22-7
• Molecular Formula: C₂₇H₂₈F₃N₃O₆
• Molecular Weight: 547.531
• Mol file: 159391-22-7.mol

Synonyms:(S)-3-Benzyloxycarbonylamino-4-oxo-5-(2-phenyl-5-trifluoromethyl-2H-pyrazol-3-yloxy)-pentanoic acid tert-butyl ester

Chemical Property of (S)-3-Benzyloxycarbonylamino-4-oxo-5-(2-phenyl-5-trifluoromethyl-2H-pyrazol-3-yloxy)-pentanoic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-3-Benzyloxycarbonylamino-4-oxo-5-(2-phenyl-5-trifluoromethyl-2H-pyrazol-3-yloxy)-pentanoic acid tert-butyl ester

There total 1 articles about (S)-3-Benzyloxycarbonylamino-4-oxo-5-(2-phenyl-5-trifluoromethyl-2H-pyrazol-3-yloxy)-pentanoic acid tert-butyl 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:

1-phenyl-3-trifluoromethyl-5-hydroxypyrazole (96145-98-1) + (S)-3-benzyloxycarbonylamino-5-bromo-4-oxo-pentanoic acid tert-butyl ester (153088-76-7) → (S)-3-Benzyloxycarbonylamino-4-oxo-5-(2-phenyl-5-trifluoromethyl-2H-pyrazol-3-yloxy)-pentanoic acid tert-butyl ester (159391-22-7)

Guidance literature:

With potassium fluoride; In N,N-dimethyl-formamide; at 25 ℃; for 12h;

DOI:10.1021/jm00049a001

Reference yield:

(S)-3-Benzyloxycarbonylamino-4-oxo-5-(2-phenyl-5-trifluoromethyl-2H-pyrazol-3-yloxy)-pentanoic acid tert-butyl ester (159391-22-7) → (S)-3-Amino-4-oxo-5-(2-phenyl-5-trifluoromethyl-2H-pyrazol-3-yloxy)-pentanoic acid tert-butyl ester; hydrochloride

Guidance literature:

With hydrogenchloride; hydrogen; palladium on activated charcoal; In ethanol; water; at 25 ℃; for 1h; under 760 Torr;

DOI:10.1021/jm00049a001

Reference yield:

(S)-3-Benzyloxycarbonylamino-4-oxo-5-(2-phenyl-5-trifluoromethyl-2H-pyrazol-3-yloxy)-pentanoic acid tert-butyl ester (159391-22-7) → (S)-3-{(S)-2-[(S)-2-(Benzyloxycarbonyl-methyl-amino)-3-methyl-butyrylamino]-propionylamino}-4-oxo-5-(2-phenyl-5-trifluoromethyl-2H-pyrazol-3-yloxy)-pentanoic acid

Guidance literature:

Multi-step reaction with 3 steps

1: H₂, 6M HCl / 10percent Pd/C / ethanol; H₂O / 1 h / 25 °C / 760 Torr

2: diisopropylethylamine, TPTU, HOBT / CH₂Cl₂ / 4 h / 0 - 25 °C

3: trifluoroacetic acid / CH₂Cl₂

With hydrogenchloride; hydrogen; benzotriazol-1-ol; O-(1,2-dihydro-2-oxo-1-pyridyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; palladium on activated charcoal; In ethanol; dichloromethane; water;

DOI:10.1021/jm00049a001

upstream raw materials:

1-phenyl-3-trifluoromethyl-5-hydroxypyrazole

(S)-3-benzyloxycarbonylamino-5-bromo-4-oxo-pentanoic acid tert-butyl ester

Downstream raw materials:

(S)-3-{(S)-2-[(S)-2-(Benzyloxycarbonyl-methyl-amino)-3-methyl-butyrylamino]-propionylamino}-4-oxo-5-(2-phenyl-5-trifluoromethyl-2H-pyrazol-3-yloxy)-pentanoic acid tert-butyl ester