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

Base Information

• Chemical Name: N-[(1S,2S,4S)-4-((S)-1-benzylcarbamoyl-2-methylpropylcarbamoyl)-1-benzyloxymethyl-2-hydroxy-5-methylhexyl]-5-(methanesulphonylmethylamino)-N-((S)-1-phenylethyl)isophthalamide
• CAS No.: 1067648-32-1
• Molecular Formula: C₄₆H₅₉N₅O₈S
• Molecular Weight: 842.069
• Mol file: 1067648-32-1.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 11 articles about N-[(1S,2S,4S)-4-((S)-1-benzylcarbamoyl-2-methylpropylcarbamoyl)-1-benzyloxymethyl-2-hydroxy-5-methylhexyl]-5-(methanesulphonylmethylamino)-N-((S)-1-phenylethyl)isophthalamide 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: 48.0%

(S)-3-(N-methylmethan-5-ylsulfonamido)-5-((1-phenylethyl)carbamoyl)benzoic acid (940879-54-9) + (2S,4S,5S)-5-amino-6-benzyloxy-4-hydroxy-2-isopropyl-hexanoic acid ((S)-1-benzylcarbamoyl-2-methyl-propyl)amide (1056670-82-6) → N-[(1S,2S,4S)-4-((S)-1-benzylcarbamoyl-2-methylpropylcarbamoyl)-1-benzyloxymethyl-2-hydroxy-5-methylhexyl]-5-(methanesulphonylmethylamino)-N-((S)-1-phenylethyl)isophthalamide (1067648-32-1)

Guidance literature:

(S)-3-(N-methylmethan-5-ylsulfonamido)-5-((1-phenylethyl)carbamoyl)benzoic acid; With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; for 0.0333333h;

(2S,4S,5S)-5-amino-6-benzyloxy-4-hydroxy-2-isopropyl-hexanoic acid ((S)-1-benzylcarbamoyl-2-methyl-propyl)amide; In N,N-dimethyl-formamide; at 20 ℃; for 0.0833333h;

Reference yield:

(3S,5S)-5-((R)-1,2-dihydroxyethyl)-3-isopropyldihydrofuran-2(3H)-one (1056674-45-3) → N-[(1S,2S,4S)-4-((S)-1-benzylcarbamoyl-2-methylpropylcarbamoyl)-1-benzyloxymethyl-2-hydroxy-5-methylhexyl]-5-(methanesulphonylmethylamino)-N-((S)-1-phenylethyl)isophthalamide (1067648-32-1)

Guidance literature:

Multi-step reaction with 5 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

5.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.03 h

5.2: 0.08 h / 20 °C

With pyridine; 2-hydroxypyridin; trifluoromethylsulfonic anhydride; hydrogen; di(n-butyl)tin oxide; N-ethyl-N,N-diisopropylamine; HATU; 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) → N-[(1S,2S,4S)-4-((S)-1-benzylcarbamoyl-2-methylpropylcarbamoyl)-1-benzyloxymethyl-2-hydroxy-5-methylhexyl]-5-(methanesulphonylmethylamino)-N-((S)-1-phenylethyl)isophthalamide (1067648-32-1)

Guidance literature:

Multi-step reaction with 4 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

4.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.03 h

4.2: 0.08 h / 20 °C

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

upstream raw materials:

(S)-3-(N-methylmethan-5-ylsulfonamido)-5-((1-phenylethyl)carbamoyl)benzoic acid

(2S,4S,5S)-5-amino-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