(2R,4R)-5-biphenyl-4-yl-2-hydroxy-4-[(2-hydroxypyrimidine-5-carbonyl)amino]pentanoic acid ethyl ester trifluoroacetate

Base Information

Chemical Name:(2R,4R)-5-biphenyl-4-yl-2-hydroxy-4-[(2-hydroxypyrimidine-5-carbonyl)amino]pentanoic acid ethyl ester trifluoroacetate
CAS No.:1383006-34-5
Molecular Formula:C₂HF₃O₂*C₂₄H₂₅N₃O₅
Molecular Weight:549.504
Hs Code.:

Synonyms:(2R,4R)-5-biphenyl-4-yl-2-hydroxy-4-[(2-hydroxypyrimidine-5-carbonyl)amino]pentanoic acid ethyl ester trifluoroacetate

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Chemical Property of (2R,4R)-5-biphenyl-4-yl-2-hydroxy-4-[(2-hydroxypyrimidine-5-carbonyl)amino]pentanoic acid ethyl ester trifluoroacetate

Chemical Property:

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Technology Process of (2R,4R)-5-biphenyl-4-yl-2-hydroxy-4-[(2-hydroxypyrimidine-5-carbonyl)amino]pentanoic acid ethyl ester trifluoroacetate

There total 9 articles about (2R,4R)-5-biphenyl-4-yl-2-hydroxy-4-[(2-hydroxypyrimidine-5-carbonyl)amino]pentanoic 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:

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

: 38324-83-3
2-hydroxypyrimidine-5-carboxylic acid

: 76-05-1
trifluoroacetic acid

: 1383006-34-5
(2R,4R)-5-biphenyl-4-yl-2-hydroxy-4-[(2-hydroxypyrimidine-5-carbonyl)amino]pentanoic acid ethyl ester trifluoroacetate

Guidance literature:: (2R,4R)-4-amino-5-biphenyl-4-yl-2-hydroxypentanoic acid ethyl ester hydrochloride; 2-hydroxypyrimidine-5-carboxylic acid; With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

trifluoroacetic acid;

Reference yield:

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

: 1383006-34-5
(2R,4R)-5-biphenyl-4-yl-2-hydroxy-4-[(2-hydroxypyrimidine-5-carbonyl)amino]pentanoic 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 / 2 h / 20 °C

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;

Reference yield:

: 1383026-42-3
[(S)-2-biphenyl-4-yl-1-(2,2-dimethyl-4,6-dioxo-[1,3]dioxan-5-ylmethyl)ethyl]carbamic acid t-butyl ester

: 1383006-34-5
(2R,4R)-5-biphenyl-4-yl-2-hydroxy-4-[(2-hydroxypyrimidine-5-carbonyl)amino]pentanoic acid ethyl ester trifluoroacetate

Guidance literature:: Multi-step reaction with 6 steps

1.1: toluene / 3 h / Inert atmosphere; Reflux

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

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

3.2: 1 h / -78 °C

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

4.2: 0.5 h

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

6.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 2 h / 20 °C

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