(2R,4R)-5-biphenyl-4-yl-2-hydroxy-4-[(3-hydroxyisoxazole-5-carbonyl)amino]pentanoic acid 5-methyl-2-oxo-[1,3]-dioxol-4-ylmethyl ester

Base Information

Chemical Name:(2R,4R)-5-biphenyl-4-yl-2-hydroxy-4-[(3-hydroxyisoxazole-5-carbonyl)amino]pentanoic acid 5-methyl-2-oxo-[1,3]-dioxol-4-ylmethyl ester
CAS No.:1383006-61-8
Molecular Formula:C₂₆H₂₄N₂O₉
Molecular Weight:508.485
Hs Code.:

Synonyms:(2R,4R)-5-biphenyl-4-yl-2-hydroxy-4-[(3-hydroxyisoxazole-5-carbonyl)amino]pentanoic acid 5-methyl-2-oxo-[1,3]-dioxol-4-ylmethyl ester

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Chemical Property of (2R,4R)-5-biphenyl-4-yl-2-hydroxy-4-[(3-hydroxyisoxazole-5-carbonyl)amino]pentanoic acid 5-methyl-2-oxo-[1,3]-dioxol-4-ylmethyl ester

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Technology Process of (2R,4R)-5-biphenyl-4-yl-2-hydroxy-4-[(3-hydroxyisoxazole-5-carbonyl)amino]pentanoic acid 5-methyl-2-oxo-[1,3]-dioxol-4-ylmethyl ester

There total 12 articles about (2R,4R)-5-biphenyl-4-yl-2-hydroxy-4-[(3-hydroxyisoxazole-5-carbonyl)amino]pentanoic acid 5-methyl-2-oxo-[1,3]-dioxol-4-ylmethyl 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:

: 13626-60-3
3-hydroxy-1,2-oxazole-5-carboxylic acid

: 1383030-90-7
(2R,4R)-4-amino-5-biphenyl-4-yl-2-hydroxypentanoic acid 5-methyl-2-oxo-[1,3]dioxol-4-ylmethyl ester

: 1383006-61-8
(2R,4R)-5-biphenyl-4-yl-2-hydroxy-4-[(3-hydroxyisoxazole-5-carbonyl)amino]pentanoic acid 5-methyl-2-oxo-[1,3]-dioxol-4-ylmethyl ester

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; for 1h;

Reference yield:

: 1038924-77-4
(S)-2-biphenyl-4-ylmethyl-5-oxopyrrolidine-1-carboxylic acid tert-butyl ester

: 1383006-61-8
(2R,4R)-5-biphenyl-4-yl-2-hydroxy-4-[(3-hydroxyisoxazole-5-carbonyl)amino]pentanoic acid 5-methyl-2-oxo-[1,3]-dioxol-4-ylmethyl ester

Guidance literature:: Multi-step reaction with 8 steps

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

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

2.2: 1 h / -78 °C

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

3.2: 0.5 h

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

5.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C

5.2: 1 h / pH 14

6.1: caesium carbonate / N,N-dimethyl-formamide / 0.5 h / 0 °C

6.2: 1 h / 0 °C

7.1: hydrogenchloride / 1,4-dioxane / 2 h / 20 °C

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

With hydrogenchloride; n-butyllithium; sodium hexamethyldisilazane; caesium carbonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; hexanes; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide;

Reference yield:

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

: 1383006-61-8
(2R,4R)-5-biphenyl-4-yl-2-hydroxy-4-[(3-hydroxyisoxazole-5-carbonyl)amino]pentanoic acid 5-methyl-2-oxo-[1,3]-dioxol-4-ylmethyl ester

Guidance literature:: Multi-step reaction with 11 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: hydrogenchloride / ethyl acetate / 3 h / 20 °C

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

5.2: 1 h / -78 °C

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

6.2: 0.5 h

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

8.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C

8.2: 1 h / pH 14

9.1: caesium carbonate / N,N-dimethyl-formamide / 0.5 h / 0 °C

9.2: 1 h / 0 °C

10.1: hydrogenchloride / 1,4-dioxane / 2 h / 20 °C

11.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 1 h

With hydrogenchloride; dmap; n-butyllithium; sodium hexamethyldisilazane; caesium carbonate; acetic acid; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; 1,4-dioxane; hexanes; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene;