(S)-N-[(1S,2S,4S)-2-Hydroxy-1-isobutyl-5-methyl-4-((S)-2-methyl-butylcarbamoyl)-hexyl]-2-(2-phenoxy-acetoxy)-succinamic acid

Base Information

• Chemical Name: (S)-N-[(1S,2S,4S)-2-Hydroxy-1-isobutyl-5-methyl-4-((S)-2-methyl-butylcarbamoyl)-hexyl]-2-(2-phenoxy-acetoxy)-succinamic acid
• CAS No.: 124344-02-1
• Molecular Formula: C₂₉H₄₆N₂O₈
• Molecular Weight: 550.693
• Mol file: 124344-02-1.mol

Synonyms:(S)-N-[(1S,2S,4S)-2-Hydroxy-1-isobutyl-5-methyl-4-((S)-2-methyl-butylcarbamoyl)-hexyl]-2-(2-phenoxy-acetoxy)-succinamic acid

Chemical Property of (S)-N-[(1S,2S,4S)-2-Hydroxy-1-isobutyl-5-methyl-4-((S)-2-methyl-butylcarbamoyl)-hexyl]-2-(2-phenoxy-acetoxy)-succinamic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-N-[(1S,2S,4S)-2-Hydroxy-1-isobutyl-5-methyl-4-((S)-2-methyl-butylcarbamoyl)-hexyl]-2-(2-phenoxy-acetoxy)-succinamic acid

There total 7 articles about (S)-N-[(1S,2S,4S)-2-Hydroxy-1-isobutyl-5-methyl-4-((S)-2-methyl-butylcarbamoyl)-hexyl]-2-(2-phenoxy-acetoxy)-succinamic 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:

(S)-N-[(1S,2S,4S)-2-Hydroxy-1-isobutyl-5-methyl-4-((S)-2-methyl-butylcarbamoyl)-hexyl]-2-(2-phenoxy-acetoxy)-succinamic acid benzyl ester (124322-28-7) → (S)-N-[(1S,2S,4S)-2-Hydroxy-1-isobutyl-5-methyl-4-((S)-2-methyl-butylcarbamoyl)-hexyl]-2-(2-phenoxy-acetoxy)-succinamic acid (124344-02-1)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 2h; under 2585.7 Torr;

DOI:10.1021/jm00167a009

Reference yield:

(S)-2-methylbutylamine (34985-37-0) → (S)-N-[(1S,2S,4S)-2-Hydroxy-1-isobutyl-5-methyl-4-((S)-2-methyl-butylcarbamoyl)-hexyl]-2-(2-phenoxy-acetoxy)-succinamic acid (124344-02-1)

Guidance literature:

Multi-step reaction with 6 steps

1: 97 percent / diisopropylethylamine, diethylphosphoryl cyanide (DEPC) / 6 h / Ambient temperature

2: 173 mg / trifluoroacetic acid (TFA) / CH₂Cl₂ / 0.75 h / Ambient temperature

3: 49 percent / diisopropylethylamine, diethylphosphoryl cyanide (DEPC) / CH₂Cl₂ / Ambient temperature

4: 4-(dimethylamino)pyridine / CH₂Cl₂ / Ambient temperature

5: trifluoroacetic acid (TFA) / CH₂Cl₂ / 1 h / Ambient temperature

6: H₂ / 5percent Pd/C / methanol / 2 h / 2585.7 Torr

With dmap; diethylphosphoryl cyanide; hydrogen; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; palladium on activated charcoal; In methanol; dichloromethane;

DOI:10.1021/jm00167a009

Reference yield:

(2S,4S,5S)-5-Amino-4-(tert-butyl-dimethyl-silanyloxy)-2-isopropyl-7-methyl-octanoic acid ((S)-2-methyl-butyl)-amide (123471-20-5) → (S)-N-[(1S,2S,4S)-2-Hydroxy-1-isobutyl-5-methyl-4-((S)-2-methyl-butylcarbamoyl)-hexyl]-2-(2-phenoxy-acetoxy)-succinamic acid (124344-02-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 49 percent / diisopropylethylamine, diethylphosphoryl cyanide (DEPC) / CH₂Cl₂ / Ambient temperature

2: 4-(dimethylamino)pyridine / CH₂Cl₂ / Ambient temperature

3: trifluoroacetic acid (TFA) / CH₂Cl₂ / 1 h / Ambient temperature

4: H₂ / 5percent Pd/C / methanol / 2 h / 2585.7 Torr

With dmap; diethylphosphoryl cyanide; hydrogen; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; palladium on activated charcoal; In methanol; dichloromethane;

DOI:10.1021/jm00167a009

upstream raw materials:

(S)-N-[(1S,2S,4S)-2-Hydroxy-1-isobutyl-5-methyl-4-((S)-2-methyl-butylcarbamoyl)-hexyl]-2-(2-phenoxy-acetoxy)-succinamic acid benzyl ester

(S)-2-methylbutylamine

(2S,4S,5S)-5-Amino-4-(tert-butyl-dimethyl-silanyloxy)-2-isopropyl-7-methyl-octanoic acid ((S)-2-methyl-butyl)-amide

4(S)-<(tert-butyldimethylsilyl)oxy>-5(S)-<(tert-butyloxycarbonyl)amino>-2(S)-isopropyl-7-methyloctanoic acid