(3-(((R)-1-(5'-chloro-2'-fluoro-[1,1-biphenyl]-4-yl)-4-((S)-1-(((cyclohexyloxy)carbonyl)oxy)ethoxy)-4-oxobutan-2-yl)amino)-3-oxopropyl)phosphonic acid

Base Information

• Chemical Name: (3-(((R)-1-(5'-chloro-2'-fluoro-[1,1-biphenyl]-4-yl)-4-((S)-1-(((cyclohexyloxy)carbonyl)oxy)ethoxy)-4-oxobutan-2-yl)amino)-3-oxopropyl)phosphonic acid
• CAS No.: 1621527-31-8
• Molecular Formula: C₂₈H₃₄ClFNO₉P
• Molecular Weight: 614.004
• Mol file: 1621527-31-8.mol

Synonyms:(3-(((R)-1-(5'-chloro-2'-fluoro-[1,1-biphenyl]-4-yl)-4-((S)-1-(((cyclohexyloxy)carbonyl)oxy)ethoxy)-4-oxobutan-2-yl)amino)-3-oxopropyl)phosphonic acid

Chemical Property of (3-(((R)-1-(5'-chloro-2'-fluoro-[1,1-biphenyl]-4-yl)-4-((S)-1-(((cyclohexyloxy)carbonyl)oxy)ethoxy)-4-oxobutan-2-yl)amino)-3-oxopropyl)phosphonic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3-(((R)-1-(5'-chloro-2'-fluoro-[1,1-biphenyl]-4-yl)-4-((S)-1-(((cyclohexyloxy)carbonyl)oxy)ethoxy)-4-oxobutan-2-yl)amino)-3-oxopropyl)phosphonic acid

There total 5 articles about (3-(((R)-1-(5'-chloro-2'-fluoro-[1,1-biphenyl]-4-yl)-4-((S)-1-(((cyclohexyloxy)carbonyl)oxy)ethoxy)-4-oxobutan-2-yl)amino)-3-oxopropyl)phosphonic acid 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: 62.0%

3-phosphonopropionic acid (5962-42-5) + (1S,3R)-1-(((cyclohexyloxy)carbonyl)oxy)ethyl 3-amino-4-(5'-chloro-2'-fluoro-[1,1'-biphenyl]-4-yl)butanoate hydrochloride → (3-(((R)-1-(5'-chloro-2'-fluoro-[1,1-biphenyl]-4-yl)-4-((S)-1-(((cyclohexyloxy)carbonyl)oxy)ethoxy)-4-oxobutan-2-yl)amino)-3-oxopropyl)phosphonic acid (1621527-31-8)

Guidance literature:

3-phosphonopropionic acid; With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 0 - 23 ℃; Cooling with ice;

(1S,3R)-1-(((cyclohexyloxy)carbonyl)oxy)ethyl 3-amino-4-(5'-chloro-2'-fluoro-[1,1'-biphenyl]-4-yl)butanoate hydrochloride; In N,N-dimethyl-formamide; at 23 ℃; for 82h;

Reference yield:

(R)-3-((tert-butoxycarbonyl)amino)-4-(5'-chloro-2'-fluoro-[1,1-biphenyl]-4-yl)butanoic acid (1621527-49-8) → (3-(((R)-1-(5'-chloro-2'-fluoro-[1,1-biphenyl]-4-yl)-4-((S)-1-(((cyclohexyloxy)carbonyl)oxy)ethoxy)-4-oxobutan-2-yl)amino)-3-oxopropyl)phosphonic acid (1621527-31-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: caesium carbonate / N,N-dimethyl-formamide / 22.5 h / 0 - 23 °C / Cooling with ice

2.1: hydrogenchloride / 1,4-dioxane / 1 h / 23 °C

3.1: HATU; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0 - 23 °C / Cooling with ice

3.2: 82 h / 23 °C

With hydrogenchloride; caesium carbonate; N-ethyl-N,N-diisopropylamine; HATU; In 1,4-dioxane; N,N-dimethyl-formamide;

Reference yield:

(R)-4-(4-bromophenyl)-3-((tert-butoxycarbonyl)amino)butanoic acid (331763-75-8) → (3-(((R)-1-(5'-chloro-2'-fluoro-[1,1-biphenyl]-4-yl)-4-((S)-1-(((cyclohexyloxy)carbonyl)oxy)ethoxy)-4-oxobutan-2-yl)amino)-3-oxopropyl)phosphonic acid (1621527-31-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / water; tetrahydrofuran / 24 h / 40 - 60 °C

2.1: caesium carbonate / N,N-dimethyl-formamide / 22.5 h / 0 - 23 °C / Cooling with ice

3.1: hydrogenchloride / 1,4-dioxane / 1 h / 23 °C

4.1: HATU; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0 - 23 °C / Cooling with ice

4.2: 82 h / 23 °C

With hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; sodium carbonate; caesium carbonate; N-ethyl-N,N-diisopropylamine; HATU; In tetrahydrofuran; 1,4-dioxane; water; N,N-dimethyl-formamide; 1.1: |Suzuki Coupling;

upstream raw materials:

(R)-3-((tert-butoxycarbonyl)amino)-4-(5'-chloro-2'-fluoro-[1,1-biphenyl]-4-yl)butanoic acid

(R)-4-(4-bromophenyl)-3-((tert-butoxycarbonyl)amino)butanoic acid

5-chloro-2-fluorophenylboronic acid

3-phosphonopropionic acid