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

Base Information

• Chemical Name: (S)-N-[(1S,2S,4S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-isobutyl-5-methyl-4-((S)-2-methyl-butylcarbamoyl)-hexyl]-2-(2-phenoxy-acetoxy)-succinamic acid benzyl ester
• CAS No.: 124322-27-6
• Molecular Formula: C₄₂H₆₆N₂O₈Si
• Molecular Weight: 755.08

Synonyms:(S)-N-[(1S,2S,4S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-isobutyl-5-methyl-4-((S)-2-methyl-butylcarbamoyl)-hexyl]-2-(2-phenoxy-acetoxy)-succinamic acid benzyl ester

Chemical Property of (S)-N-[(1S,2S,4S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-isobutyl-5-methyl-4-((S)-2-methyl-butylcarbamoyl)-hexyl]-2-(2-phenoxy-acetoxy)-succinamic acid benzyl ester

Chemical Property:

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Technology Process of (S)-N-[(1S,2S,4S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-isobutyl-5-methyl-4-((S)-2-methyl-butylcarbamoyl)-hexyl]-2-(2-phenoxy-acetoxy)-succinamic acid benzyl ester

There total 5 articles about (S)-N-[(1S,2S,4S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-isobutyl-5-methyl-4-((S)-2-methyl-butylcarbamoyl)-hexyl]-2-(2-phenoxy-acetoxy)-succinamic acid benzyl 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:

(S)-2-methylbutylamine (34985-37-0) → (S)-N-[(1S,2S,4S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-isobutyl-5-methyl-4-((S)-2-methyl-butylcarbamoyl)-hexyl]-2-(2-phenoxy-acetoxy)-succinamic acid benzyl ester (124322-27-6)

Guidance literature:

Multi-step reaction with 4 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

With dmap; diethylphosphoryl cyanide; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In 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-(tert-Butyl-dimethyl-silanyloxy)-1-isobutyl-5-methyl-4-((S)-2-methyl-butylcarbamoyl)-hexyl]-2-(2-phenoxy-acetoxy)-succinamic acid benzyl ester (124322-27-6)

Guidance literature:

Multi-step reaction with 2 steps

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

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

With dmap; diethylphosphoryl cyanide; N-ethyl-N,N-diisopropylamine; In dichloromethane;

DOI:10.1021/jm00167a009

Reference yield:

4(S)-<(tert-butyldimethylsilyl)oxy>-5(S)-<(tert-butyloxycarbonyl)amino>-2(S)-isopropyl-7-methyloctanoic acid (103335-80-4) → (S)-N-[(1S,2S,4S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-isobutyl-5-methyl-4-((S)-2-methyl-butylcarbamoyl)-hexyl]-2-(2-phenoxy-acetoxy)-succinamic acid benzyl ester (124322-27-6)

Guidance literature:

Multi-step reaction with 4 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

With dmap; diethylphosphoryl cyanide; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/jm00167a009

upstream raw materials:

1-benzyl-2(S)-malyl-5(S)-amino-4(S)-<(tert-butyldimethylsilyl)oxy>-2(S)-isopropyl-7-(methyloctanoyl)-2(S)-methylbutylamine

Phenoxyacetyl chloride

(S)-2-methylbutylamine

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

Downstream 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

(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

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