(2R,4R)-4-{[5-(azetidine-1-carbonyl)-2H-pyrazole-3-carbonyl]amino}-5-biphenyl-4-yl-2-hydroxypentanoic acid ethyl ester trifluoroacetate

Base Information

Chemical Name:(2R,4R)-4-{[5-(azetidine-1-carbonyl)-2H-pyrazole-3-carbonyl]amino}-5-biphenyl-4-yl-2-hydroxypentanoic acid ethyl ester trifluoroacetate
CAS No.:1383006-00-5
Molecular Formula:C₂HF₃O₂*C₂₇H₃₀N₄O₅
Molecular Weight:604.583
Hs Code.:

Synonyms:(2R,4R)-4-{[5-(azetidine-1-carbonyl)-2H-pyrazole-3-carbonyl]amino}-5-biphenyl-4-yl-2-hydroxypentanoic acid ethyl ester trifluoroacetate

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Chemical Property of (2R,4R)-4-{[5-(azetidine-1-carbonyl)-2H-pyrazole-3-carbonyl]amino}-5-biphenyl-4-yl-2-hydroxypentanoic acid ethyl ester trifluoroacetate

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Technology Process of (2R,4R)-4-{[5-(azetidine-1-carbonyl)-2H-pyrazole-3-carbonyl]amino}-5-biphenyl-4-yl-2-hydroxypentanoic acid ethyl ester trifluoroacetate

There total 10 articles about (2R,4R)-4-{[5-(azetidine-1-carbonyl)-2H-pyrazole-3-carbonyl]amino}-5-biphenyl-4-yl-2-hydroxypentanoic acid ethyl ester trifluoroacetate 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:

: 3112-31-0
3,5-pyrazoledicarboxylic acid

: (2R,4R)-4-amino-5-biphenyl-4-yl-2-hydroxypentanoic acid ethyl ester hydrochloride

: 78797-58-7,78797-59-8,78797-62-3,36520-39-5,65546-09-0
azetidine hydrochloride

: 76-05-1
trifluoroacetic acid

: 1383006-00-5
(2R,4R)-4-{[5-(azetidine-1-carbonyl)-2H-pyrazole-3-carbonyl]amino}-5-biphenyl-4-yl-2-hydroxypentanoic acid ethyl ester trifluoroacetate

Guidance literature:: 3,5-pyrazoledicarboxylic acid; (2R,4R)-4-amino-5-biphenyl-4-yl-2-hydroxypentanoic acid ethyl ester hydrochloride; With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; for 1h;

azetidine hydrochloride; With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide;

trifluoroacetic acid;

Reference yield:

: 1383026-37-6
[(R)-1-biphenyl-4-ylmethyl-2-(2,2-dimethyl-4,6-dioxo-[1,3]dioxan-5-yl)-2-oxoethyl]carbamic acid t-butyl ester

: 1383006-00-5
(2R,4R)-4-{[5-(azetidine-1-carbonyl)-2H-pyrazole-3-carbonyl]amino}-5-biphenyl-4-yl-2-hydroxypentanoic acid ethyl ester trifluoroacetate

Guidance literature:: Multi-step reaction with 7 steps

1.1: acetic acid / dichloromethane / 0.5 h / -5 °C / Inert atmosphere

1.2: 3 h / -5 °C

2.1: toluene / 3 h / Inert atmosphere; Reflux

3.1: hydrogenchloride / ethyl acetate / 3 h / 20 °C

4.1: n-butyllithium / tetrahydrofuran; hexanes / 0.5 h / -78 °C

4.2: 1 h / -78 °C

5.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.33 h / -78 °C / Inert atmosphere

5.2: 0.5 h

6.1: hydrogenchloride / water / 20 h / 90 - 95 °C

7.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 1 h

With hydrogenchloride; n-butyllithium; sodium hexamethyldisilazane; acetic acid; N-ethyl-N,N-diisopropylamine; HATU; In tetrahydrofuran; hexanes; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene;

Reference yield:

: 128779-47-5
(2R)-3-(biphenyl-4-yl)-2-[(tert-butoxycarbonyl)amino]propanoic acid

: 1383006-00-5
(2R,4R)-4-{[5-(azetidine-1-carbonyl)-2H-pyrazole-3-carbonyl]amino}-5-biphenyl-4-yl-2-hydroxypentanoic acid ethyl ester trifluoroacetate

Guidance literature:: Multi-step reaction with 8 steps

1.1: dmap; dicyclohexyl-carbodiimide / dichloromethane / -5 °C / Inert atmosphere

2.1: acetic acid / dichloromethane / 0.5 h / -5 °C / Inert atmosphere

2.2: 3 h / -5 °C

3.1: toluene / 3 h / Inert atmosphere; Reflux

4.1: lithium hexamethyldisilazane / tetrahydrofuran / 3.25 h / -65 °C / Inert atmosphere

4.2: 2 h / -35 °C

5.1: dmap; triethylamine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

5.2: 2.25 h / 0 °C

6.1: potassium carbonate / 20 h / 20 °C / Inert atmosphere

7.1: acetyl chloride / ethanol / 3 h / 25 °C

8.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 1 h

With dmap; potassium carbonate; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; acetyl chloride; dicyclohexyl-carbodiimide; HATU; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;