5-((1R,3R)-1-biphenyl-4-ylmethyl-3-butoxycarbonyl-3-hydroxy-propylcarbamoyl)-1H-pyrazole-3-carboxylic acid trifluoroacetate

Base Information

Chemical Name:5-((1R,3R)-1-biphenyl-4-ylmethyl-3-butoxycarbonyl-3-hydroxy-propylcarbamoyl)-1H-pyrazole-3-carboxylic acid trifluoroacetate
CAS No.:1383005-80-8
Molecular Formula:C₂HF₃O₂*C₂₆H₂₉N₃O₆
Molecular Weight:593.557
Hs Code.:

Synonyms:5-((1R,3R)-1-biphenyl-4-ylmethyl-3-butoxycarbonyl-3-hydroxy-propylcarbamoyl)-1H-pyrazole-3-carboxylic acid trifluoroacetate

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Chemical Property of 5-((1R,3R)-1-biphenyl-4-ylmethyl-3-butoxycarbonyl-3-hydroxy-propylcarbamoyl)-1H-pyrazole-3-carboxylic acid trifluoroacetate

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Technology Process of 5-((1R,3R)-1-biphenyl-4-ylmethyl-3-butoxycarbonyl-3-hydroxy-propylcarbamoyl)-1H-pyrazole-3-carboxylic acid trifluoroacetate

There total 10 articles about 5-((1R,3R)-1-biphenyl-4-ylmethyl-3-butoxycarbonyl-3-hydroxy-propylcarbamoyl)-1H-pyrazole-3-carboxylic acid 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

: 1383027-21-1
(2R,4R)-4-amino-5-biphenyl-4-yl-2-hydroxypentanoic acid butyl ester hydrochloride

: 76-05-1
trifluoroacetic acid

: 1383005-80-8
5-((1R,3R)-1-biphenyl-4-ylmethyl-3-butoxycarbonyl-3-hydroxy-propylcarbamoyl)-1H-pyrazole-3-carboxylic acid trifluoroacetate

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

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

: 1383005-80-8
5-((1R,3R)-1-biphenyl-4-ylmethyl-3-butoxycarbonyl-3-hydroxy-propylcarbamoyl)-1H-pyrazole-3-carboxylic acid trifluoroacetate

Guidance literature:: Multi-step reaction with 8 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: acetyl chloride / Cooling with ice

7.2: 3 h / 80 °C

8.1: 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; acetyl chloride; 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

: 1383005-80-8
5-((1R,3R)-1-biphenyl-4-ylmethyl-3-butoxycarbonyl-3-hydroxy-propylcarbamoyl)-1H-pyrazole-3-carboxylic acid trifluoroacetate

Guidance literature:: Multi-step reaction with 9 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: acetyl chloride / Cooling with ice

8.2: 3 h / 80 °C

9.1: 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;