N-((2R,3R)-3-(allyloxy)-4-(4-fluoro-N-methylphenylsulfonamido)-2-methylbutyl)-2-(2-fluoro-5-nitrophenyl)-N-((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)acetamide

Base Information

Chemical Name:N-((2R,3R)-3-(allyloxy)-4-(4-fluoro-N-methylphenylsulfonamido)-2-methylbutyl)-2-(2-fluoro-5-nitrophenyl)-N-((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)acetamide
CAS No.:1403480-41-0
Molecular Formula:C₃₄H₄₁F₂N₃O₈S
Molecular Weight:689.778
Hs Code.:

N-((2R,3R)-3-(allyloxy)-4-(4-fluoro-N-methylphenylsulfonamido)-2-methylbutyl)-2-(2-fluoro-5-nitrophenyl)-N-((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)acetamide

Synonyms:N-((2R,3R)-3-(allyloxy)-4-(4-fluoro-N-methylphenylsulfonamido)-2-methylbutyl)-2-(2-fluoro-5-nitrophenyl)-N-((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)acetamide

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Chemical Property of N-((2R,3R)-3-(allyloxy)-4-(4-fluoro-N-methylphenylsulfonamido)-2-methylbutyl)-2-(2-fluoro-5-nitrophenyl)-N-((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)acetamide

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Technology Process of N-((2R,3R)-3-(allyloxy)-4-(4-fluoro-N-methylphenylsulfonamido)-2-methylbutyl)-2-(2-fluoro-5-nitrophenyl)-N-((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)acetamide

There total 11 articles about N-((2R,3R)-3-(allyloxy)-4-(4-fluoro-N-methylphenylsulfonamido)-2-methylbutyl)-2-(2-fluoro-5-nitrophenyl)-N-((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)acetamide 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: 81.0%

: 1403480-40-9
tert-butyl ((2R,3R)-3-(allyloxy)-4-(4-fluoro-N-methylphenylsulfonamido)-2-methylbutyl)((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)carbamate

: 195609-18-8
2-(2-fluoro-5-nitrophenyl)acetic acid

: 1403480-41-0
N-((2R,3R)-3-(allyloxy)-4-(4-fluoro-N-methylphenylsulfonamido)-2-methylbutyl)-2-(2-fluoro-5-nitrophenyl)-N-((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)acetamide

Guidance literature:: tert-butyl ((2R,3R)-3-(allyloxy)-4-(4-fluoro-N-methylphenylsulfonamido)-2-methylbutyl)((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)carbamate; With 2,6-dimethylpyridine; t-butyldimethylsiyl triflate; In dichloromethane;

With pyridine hydrofluoride; In tetrahydrofuran; for 1h;

2-(2-fluoro-5-nitrophenyl)acetic acid; With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 ℃; for 2h;

Reference yield:

: C₂₆H₃₇FN₂O₅S

: 195609-18-8
2-(2-fluoro-5-nitrophenyl)acetic acid

: 1403480-41-0
N-((2R,3R)-3-(allyloxy)-4-(4-fluoro-N-methylphenylsulfonamido)-2-methylbutyl)-2-(2-fluoro-5-nitrophenyl)-N-((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)acetamide

Guidance literature:: With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 ℃; for 2h;
DOI:10.1021/jm500994n

Reference yield:

: 1255212-77-1
tert-butyl ((2R,3S)-2-((tert-butyldimethylsilyl)oxy)-4-(((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)amino)-3-methyl-4-oxobutyl)(methyl)carbamate

: 1403480-41-0
N-((2R,3R)-3-(allyloxy)-4-(4-fluoro-N-methylphenylsulfonamido)-2-methylbutyl)-2-(2-fluoro-5-nitrophenyl)-N-((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)acetamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: 2,6-dimethylpyridine; t-butyldimethylsiyl triflate / dichloromethane / 3.92 h / 0 - 20 °C

1.2: 3 h / 20 °C

1.3: 18 h / 20 °C

2.1: dimethylsulfide borane complex / tetrahydrofuran / 6.25 h / 0 - 65 °C / Inert atmosphere

2.2: 0.75 h / 0 °C

2.3: 18 h / 80 °C

3.1: triethylamine / dichloromethane / 20 °C

4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C / Inert atmosphere

5.1: sodium hydride / N,N-dimethyl-formamide / 31 h / 0 °C

6.1: 2,6-dimethylpyridine; t-butyldimethylsiyl triflate / dichloromethane

6.2: 1 h

6.3: 2 h / 0 °C

With 2,6-dimethylpyridine; dimethylsulfide borane complex; t-butyldimethylsiyl triflate; tetrabutyl ammonium fluoride; sodium hydride; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;