(2S,4S,5S)-5-amino-6-benzyloxy-4-hydroxy-2-isopropyl-hexanoic acid ((S)-1-benzylcarbamoyl-2-methyl-propyl)amide

Base Information

• Chemical Name: (2S,4S,5S)-5-amino-6-benzyloxy-4-hydroxy-2-isopropyl-hexanoic acid ((S)-1-benzylcarbamoyl-2-methyl-propyl)amide
• CAS No.: 1056670-82-6
• Molecular Formula: C₂₈H₄₁N₃O₄
• Molecular Weight: 483.651
• Mol file: 1056670-82-6.mol

Synonyms:(2S,4S,5S)-5-amino-6-benzyloxy-4-hydroxy-2-isopropyl-hexanoic acid ((S)-1-benzylcarbamoyl-2-methyl-propyl)amide

Chemical Property of (2S,4S,5S)-5-amino-6-benzyloxy-4-hydroxy-2-isopropyl-hexanoic acid ((S)-1-benzylcarbamoyl-2-methyl-propyl)amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,4S,5S)-5-amino-6-benzyloxy-4-hydroxy-2-isopropyl-hexanoic acid ((S)-1-benzylcarbamoyl-2-methyl-propyl)amide

There total 10 articles about (2S,4S,5S)-5-amino-6-benzyloxy-4-hydroxy-2-isopropyl-hexanoic acid ((S)-1-benzylcarbamoyl-2-methyl-propyl)amide 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: 95.0%

(2S,4S,5S)-5-azido-6-benzyloxy-4-hydroxy-2-isopropyl-hexanoic acid ((S)-1-benzylcarbamoyl-2-methyl-propyl)amide (1056674-63-5) → (2S,4S,5S)-5-amino-6-benzyloxy-4-hydroxy-2-isopropyl-hexanoic acid ((S)-1-benzylcarbamoyl-2-methyl-propyl)amide (1056670-82-6)

Guidance literature:

With hydrogen; 5 % Pd/CaCO3; In ethanol; for 5h; under 760.051 Torr;

Reference yield:

(3S,5S)-5-((R)-1,2-dihydroxyethyl)-3-isopropyldihydrofuran-2(3H)-one (1056674-45-3) → (2S,4S,5S)-5-amino-6-benzyloxy-4-hydroxy-2-isopropyl-hexanoic acid ((S)-1-benzylcarbamoyl-2-methyl-propyl)amide (1056670-82-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: di(n-butyl)tin oxide / toluene / 4 h / Heating / reflux

1.2: 22 h / 90 °C

2.1: pyridine; trifluoromethylsulfonic anhydride / dichloromethane / 0.5 - 1 h / 0 - 20 °C

2.2: 1 h / 60 - 70 °C

3.1: 2-hydroxypyridin; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 72 - 88 h / 70 °C

4.1: hydrogen / 5 % Pd/CaCO3 / ethanol / 5 h / 760.05 Torr

With pyridine; 2-hydroxypyridin; trifluoromethylsulfonic anhydride; hydrogen; di(n-butyl)tin oxide; N-ethyl-N,N-diisopropylamine; 5 % Pd/CaCO3; In ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;

Reference yield:

(3S,5S)-5-[(1R)-2-(benzyloxy)-1-hydroxyethyl]-3-isopropyldihydrofuran-2(3H)-one (1056674-54-4) → (2S,4S,5S)-5-amino-6-benzyloxy-4-hydroxy-2-isopropyl-hexanoic acid ((S)-1-benzylcarbamoyl-2-methyl-propyl)amide (1056670-82-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: pyridine; trifluoromethylsulfonic anhydride / dichloromethane / 0.5 - 1 h / 0 - 20 °C

1.2: 1 h / 60 - 70 °C

2.1: 2-hydroxypyridin; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 72 - 88 h / 70 °C

3.1: hydrogen / 5 % Pd/CaCO3 / ethanol / 5 h / 760.05 Torr

With pyridine; 2-hydroxypyridin; trifluoromethylsulfonic anhydride; hydrogen; N-ethyl-N,N-diisopropylamine; 5 % Pd/CaCO3; In ethanol; dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

(2S,4S,5S)-5-azido-6-benzyloxy-4-hydroxy-2-isopropyl-hexanoic acid ((S)-1-benzylcarbamoyl-2-methyl-propyl)amide

(3S,5S)-5-((R)-1,2-dihydroxyethyl)-3-isopropyldihydrofuran-2(3H)-one

(3S,5S)-5-[(1R)-2-(benzyloxy)-1-hydroxyethyl]-3-isopropyldihydrofuran-2(3H)-one

(3S,5S)-5-[(1S)-1-azido-2-benzyloxyethyl]-3-isopropyldihydrofuran-2-one

Downstream raw materials:

N-[(1S,2S,4S)-4-((S)-1-benzylcarbamoyl-2-methylpropylcarbamoyl)-1-benzyloxymethyl-2-hydroxy-5-methylhexyl]-5-(methanesulphonylmethylamino)-N'-((R)-1-phenylethyl)isophthalamide

methanesulphonic acid 3-[(1S,2S,4S)-4-((S)-1-benzylcarbamoyl-2-methyl-propylcarbamoyl)-1-benzyloxymethyl-2-hydroxy-5-methyl-hexylcarbamoyl]-5-((R)-1-phenyl-ethylcarbamoyl)-phenyl ester

N-[(1S,2S,4S)-4-((S)-1-benzylcarbamoyl-2-methylpropylcarbamoyl)-1-benzyloxymethyl-2-hydroxy-5-methylhexyl]-5-(methanesulphonylmethylamino)-N-((S)-1-phenylethyl)isophthalamide

(2S,4S,5S)-5-benzylamino-6-benzyloxy-4-hydroxy-2-isopropylhexanoic acid ((S)-1-benzylcarbamoyl-2-methylpropyl)-amide trifluoroacetate