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

Base Information

• Chemical Name: 1-benzyl-2(S)-malyl-5(S)-amino-4(S)-<(tert-butyldimethylsilyl)oxy>-2(S)-isopropyl-7-(methyloctanoyl)-2(S)-methylbutylamine
• CAS No.: 124322-26-5
• Molecular Formula: C₃₄H₆₀N₂O₆Si
• Molecular Weight: 620.946
• Mol file: 124322-26-5.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 4 articles about 1-benzyl-2(S)-malyl-5(S)-amino-4(S)-<(tert-butyldimethylsilyl)oxy>-2(S)-isopropyl-7-(methyloctanoyl)-2(S)-methylbutylamine 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: 49.0%

(S)-3-(Benzyloxycarbonyl)-3-hydroxypropanoic acid (66178-04-9) + (2S,4S,5S)-5-Amino-4-(tert-butyl-dimethyl-silanyloxy)-2-isopropyl-7-methyl-octanoic acid ((S)-2-methyl-butyl)-amide (123471-20-5) → 1-benzyl-2(S)-malyl-5(S)-amino-4(S)-<(tert-butyldimethylsilyl)oxy>-2(S)-isopropyl-7-(methyloctanoyl)-2(S)-methylbutylamine (124322-26-5)

Guidance literature:

With diethylphosphoryl cyanide; N-ethyl-N,N-diisopropylamine; In dichloromethane; Ambient temperature;

DOI:10.1021/jm00167a009

Reference yield:

(S)-2-methylbutylamine (34985-37-0) → 1-benzyl-2(S)-malyl-5(S)-amino-4(S)-<(tert-butyldimethylsilyl)oxy>-2(S)-isopropyl-7-(methyloctanoyl)-2(S)-methylbutylamine (124322-26-5)

Guidance literature:

Multi-step reaction with 3 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

With diethylphosphoryl cyanide; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; 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) → 1-benzyl-2(S)-malyl-5(S)-amino-4(S)-<(tert-butyldimethylsilyl)oxy>-2(S)-isopropyl-7-(methyloctanoyl)-2(S)-methylbutylamine (124322-26-5)

Guidance literature:

Multi-step reaction with 3 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

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

DOI:10.1021/jm00167a009

upstream raw materials:

(S)-3-(Benzyloxycarbonyl)-3-hydroxypropanoic acid

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

(S)-2-methylbutylamine

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

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 benzyl ester

(phenylacetyl)-1-benzyl-2(S)-malyl-5(S)-amino-4(S)-hydroxy-2(S)-isopropyl-7-(methyloctanoyl)-2(S)-methylbutylamine

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

(phenylacetyl)-2(S)-malyl-5(S)-amino-4(S)-hydroxy-2(S)-isopropyl-7-(methyloctanoyl)-2(S)-methylbutylamine