N¹-((R)-1-(4-fluorophenyl)ethyl)-N³-((2S,3S)-3-hydroxy-1-phenyl-4-(1H-1,2,3-triazol-1-yl)butan-2-yl)-5-(N-methylmethylsulfonamido)isophthalamide

Base Information

• Chemical Name: N¹-((R)-1-(4-fluorophenyl)ethyl)-N³-((2S,3S)-3-hydroxy-1-phenyl-4-(1H-1,2,3-triazol-1-yl)butan-2-yl)-5-(N-methylmethylsulfonamido)isophthalamide
• CAS No.: 1385764-44-2
• Molecular Formula: C₃₀H₃₃FN₆O₅S
• Molecular Weight: 608.694

Synonyms:N¹-((R)-1-(4-fluorophenyl)ethyl)-N³-((2S,3S)-3-hydroxy-1-phenyl-4-(1H-1,2,3-triazol-1-yl)butan-2-yl)-5-(N-methylmethylsulfonamido)isophthalamide

Chemical Property of N¹-((R)-1-(4-fluorophenyl)ethyl)-N³-((2S,3S)-3-hydroxy-1-phenyl-4-(1H-1,2,3-triazol-1-yl)butan-2-yl)-5-(N-methylmethylsulfonamido)isophthalamide

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Technology Process of N¹-((R)-1-(4-fluorophenyl)ethyl)-N³-((2S,3S)-3-hydroxy-1-phenyl-4-(1H-1,2,3-triazol-1-yl)butan-2-yl)-5-(N-methylmethylsulfonamido)isophthalamide

There total 5 articles about N¹-((R)-1-(4-fluorophenyl)ethyl)-N³-((2S,3S)-3-hydroxy-1-phenyl-4-(1H-1,2,3-triazol-1-yl)butan-2-yl)-5-(N-methylmethylsulfonamido)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:

C33H41FN6O5SSi → N1-((R)-1-(4-fluorophenyl)ethyl)-N3-((2S,3S)-3-hydroxy-1-phenyl-4-(1H-1,2,3-triazol-1-yl)butan-2-yl)-5-(N-methylmethylsulfonamido)isophthalamide (1385764-44-2)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; water; at 20 ℃;

DOI:10.1016/j.ejmech.2013.06.027

Reference yield:

tert-butyl (2S,3S)-4-azido-3-hydroxy-1-phenylbutan-2-ylcarbamate (1385766-21-1) → N1-((R)-1-(4-fluorophenyl)ethyl)-N3-((2S,3S)-3-hydroxy-1-phenyl-4-(1H-1,2,3-triazol-1-yl)butan-2-yl)-5-(N-methylmethylsulfonamido)isophthalamide (1385764-44-2)

Guidance literature:

Multi-step reaction with 4 steps

1: trifluoroacetic acid / dichloromethane / 3 h / 20 °C

2: benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 20 °C

3: sodium L-ascorbate; copper(l) iodide / tetrahydrofuran; water / 12 h / 50 °C

4: tetrabutyl ammonium fluoride / tetrahydrofuran; water / 20 °C

With copper(l) iodide; tetrabutyl ammonium fluoride; benzotriazol-1-ol; sodium L-ascorbate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1016/j.ejmech.2013.06.027

Reference yield:

(2R,3S)-3-[N-(tert-butyloxycarbonyl)amino]-1,2-epoxy-4-phenylbutane (98760-08-8) → N1-((R)-1-(4-fluorophenyl)ethyl)-N3-((2S,3S)-3-hydroxy-1-phenyl-4-(1H-1,2,3-triazol-1-yl)butan-2-yl)-5-(N-methylmethylsulfonamido)isophthalamide (1385764-44-2)

Guidance literature:

Multi-step reaction with 5 steps

1: ammonium chloride; sodium azide / methanol / Reflux

2: trifluoroacetic acid / dichloromethane / 3 h / 20 °C

3: benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 20 °C

4: sodium L-ascorbate; copper(l) iodide / tetrahydrofuran; water / 12 h / 50 °C

5: tetrabutyl ammonium fluoride / tetrahydrofuran; water / 20 °C

With copper(l) iodide; sodium azide; tetrabutyl ammonium fluoride; ammonium chloride; benzotriazol-1-ol; sodium L-ascorbate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1016/j.ejmech.2013.06.027

upstream raw materials:

tert-butyl (2S,3S)-4-azido-3-hydroxy-1-phenylbutan-2-ylcarbamate

N¹-((2S,3S)-4-azido-3-hydroxy-1-phenylbutan-2-yl)-N³-((R)-1-(4-fluorophenyl)ethyl)-5-(N-methylmethylsulfonamido)isophthalamide

(2R,3S)-3-[N-(tert-butyloxycarbonyl)amino]-1,2-epoxy-4-phenylbutane

C₁₀H₁₄N₄O

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