(2S,4R)-benzyl 4-((tert-butoxycarbonyl)amino)-5-(5'-chloro-2'-fluoro-[1,1'-biphenyl]-4-yl)-2-(ethoxymethyl)-2-methylpentanoate

Base Information

Chemical Name:(2S,4R)-benzyl 4-((tert-butoxycarbonyl)amino)-5-(5'-chloro-2'-fluoro-[1,1'-biphenyl]-4-yl)-2-(ethoxymethyl)-2-methylpentanoate
CAS No.:1562405-29-1
Molecular Formula:C₃₃H₃₉ClFNO₅
Molecular Weight:584.128
Hs Code.:

Synonyms:(2S,4R)-benzyl 4-((tert-butoxycarbonyl)amino)-5-(5'-chloro-2'-fluoro-[1,1'-biphenyl]-4-yl)-2-(ethoxymethyl)-2-methylpentanoate

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Chemical Property of (2S,4R)-benzyl 4-((tert-butoxycarbonyl)amino)-5-(5'-chloro-2'-fluoro-[1,1'-biphenyl]-4-yl)-2-(ethoxymethyl)-2-methylpentanoate

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Technology Process of (2S,4R)-benzyl 4-((tert-butoxycarbonyl)amino)-5-(5'-chloro-2'-fluoro-[1,1'-biphenyl]-4-yl)-2-(ethoxymethyl)-2-methylpentanoate

There total 14 articles about (2S,4R)-benzyl 4-((tert-butoxycarbonyl)amino)-5-(5'-chloro-2'-fluoro-[1,1'-biphenyl]-4-yl)-2-(ethoxymethyl)-2-methylpentanoate 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: 82.0%

: lithium (2S,4R)-4-((tert-butoxycarbonyl)amino)-5-(5'-chloro-2'-fluoro-[1,1'-biphenyl]-4-yl)-2-(ethoxymethyl)-2-methylpentanoate

: 100-39-0
benzyl bromide

: 1562405-29-1
(2S,4R)-benzyl 4-((tert-butoxycarbonyl)amino)-5-(5'-chloro-2'-fluoro-[1,1'-biphenyl]-4-yl)-2-(ethoxymethyl)-2-methylpentanoate

Guidance literature:: lithium (2S,4R)-4-((tert-butoxycarbonyl)amino)-5-(5'-chloro-2'-fluoro-[1,1'-biphenyl]-4-yl)-2-(ethoxymethyl)-2-methylpentanoate; With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 0.25h; Inert atmosphere;

benzyl bromide; In N,N-dimethyl-formamide; at 22 ℃; for 20h; Inert atmosphere;

Reference yield:

: tert-butyl N-[(2R)-3-[4-(5-chloro-2-fluorophenyl)phenyl]-1-(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-yl)-1-oxopropan-2-yl]carbamate

: 1562405-29-1
(2S,4R)-benzyl 4-((tert-butoxycarbonyl)amino)-5-(5'-chloro-2'-fluoro-[1,1'-biphenyl]-4-yl)-2-(ethoxymethyl)-2-methylpentanoate

Guidance literature:: Multi-step reaction with 11 steps

1.1: acetic acid; sodium tetrahydroborate / dichloromethane / 3 h / -5 °C / Inert atmosphere

2.1: sodium carbonate / acetone; N,N-dimethyl-formamide / 20 °C / Inert atmosphere

3.1: hydrogenchloride / -5 - 20 °C / Inert atmosphere

4.1: isobutyl chloroformate; 4-methyl-morpholine / tetrahydrofuran / 0.33 h / -5 °C / Inert atmosphere

4.2: 1 h / -5 - 20 °C / Inert atmosphere

5.1: toluene-4-sulfonic acid / dichloromethane / 0 - 18.5 °C / Inert atmosphere

6.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -10 - 0 °C / Inert atmosphere

6.2: 10 - 20 °C / Inert atmosphere

7.1: toluene-4-sulfonic acid / methanol / 16 h / 0 °C / Inert atmosphere

8.1: 1,10-Phenanthroline; palladium diacetate / dichloromethane / 20 h / 20 °C / Inert atmosphere

9.1: acetic acid; palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 22 °C

10.1: water; lithium hydroxide / tetrahydrofuran / 20 °C / Inert atmosphere

11.1: potassium carbonate / N,N-dimethyl-formamide / 0.25 h / 20 °C / Inert atmosphere

11.2: 20 h / 22 °C / Inert atmosphere

With 4-methyl-morpholine; hydrogenchloride; sodium tetrahydroborate; 1,10-Phenanthroline; palladium 10% on activated carbon; water; hydrogen; palladium diacetate; sodium hexamethyldisilazane; sodium carbonate; potassium carbonate; toluene-4-sulfonic acid; acetic acid; lithium hydroxide; isobutyl chloroformate; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetone;

Reference yield:

: (3R,5R)-5-(5‘-chloro-2’-fluorobiphenyl-4-ylmethyl)-3-methyl-2-oxopyrrolidine-3-carboxylic acid

: 1562405-29-1
(2S,4R)-benzyl 4-((tert-butoxycarbonyl)amino)-5-(5'-chloro-2'-fluoro-[1,1'-biphenyl]-4-yl)-2-(ethoxymethyl)-2-methylpentanoate

Guidance literature:: Multi-step reaction with 8 steps

1.1: isobutyl chloroformate; 4-methyl-morpholine / tetrahydrofuran / 0.33 h / -5 °C / Inert atmosphere

1.2: 1 h / -5 - 20 °C / Inert atmosphere

2.1: toluene-4-sulfonic acid / dichloromethane / 0 - 18.5 °C / Inert atmosphere

3.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -10 - 0 °C / Inert atmosphere

3.2: 10 - 20 °C / Inert atmosphere

4.1: toluene-4-sulfonic acid / methanol / 16 h / 0 °C / Inert atmosphere

5.1: 1,10-Phenanthroline; palladium diacetate / dichloromethane / 20 h / 20 °C / Inert atmosphere

6.1: acetic acid; palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 22 °C

7.1: water; lithium hydroxide / tetrahydrofuran / 20 °C / Inert atmosphere

8.1: potassium carbonate / N,N-dimethyl-formamide / 0.25 h / 20 °C / Inert atmosphere

8.2: 20 h / 22 °C / Inert atmosphere

With 4-methyl-morpholine; 1,10-Phenanthroline; palladium 10% on activated carbon; water; hydrogen; palladium diacetate; sodium hexamethyldisilazane; potassium carbonate; toluene-4-sulfonic acid; acetic acid; lithium hydroxide; isobutyl chloroformate; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;