N-((2R,3R)-3-(allyloxy)-4-(4-fluoro-N-methylphenylsulfonamido)-2-methylbutyl)-2-(2-(allyloxy)-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-(allyloxy)-5-nitrophenyl)-N-((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)acetamide
CAS No.:1403480-45-4
Molecular Formula:C₃₇H₄₆FN₃O₉S
Molecular Weight:727.851
Hs Code.:

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

There total 12 articles about N-((2R,3R)-3-(allyloxy)-4-(4-fluoro-N-methylphenylsulfonamido)-2-methylbutyl)-2-(2-(allyloxy)-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: 84.0%

: 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

: 107-18-6
allyl alcohol

: 1403480-45-4
N-((2R,3R)-3-(allyloxy)-4-(4-fluoro-N-methylphenylsulfonamido)-2-methylbutyl)-2-(2-(allyloxy)-5-nitrophenyl)-N-((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)acetamide

Guidance literature:: With sodium hydride; In tetrahydrofuran; at 0 - 20 ℃; for 22h;
DOI:10.1021/jm500994n

Reference yield:

: 1403480-08-9
tert-butyl ((2R,3R)-3-((tert-butyldimethylsilyl)oxy)-4-(4-fluoro-N methylphenylsulfonamido)-2-methylbutyl)((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)carbamate

: 1403480-45-4
N-((2R,3R)-3-(allyloxy)-4-(4-fluoro-N-methylphenylsulfonamido)-2-methylbutyl)-2-(2-(allyloxy)-5-nitrophenyl)-N-((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)acetamide

Guidance literature:: Multi-step reaction with 6 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 18 h / 20 °C / Inert atmosphere

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

3: 2,6-dimethylpyridine / dichloromethane / 2 h / 0 °C

4: pyridine hydrogenfluoride / tetrahydrofuran / 1 h / 0 °C

5: N-ethyl-N,N-diisopropylamine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / dichloromethane / 2 h / 0 °C

6: sodium hydride / tetrahydrofuran / 22 h / 0 - 20 °C

With 2,6-dimethylpyridine; tetrabutyl ammonium fluoride; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; sodium hydride; pyridine hydrogenfluoride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm500994n

Reference yield:

: 1403480-09-0
tert-butyl ((2R,3R)-4-(4-fluoro-N-methylphenylsulfonamido)-3-hydroxy-2-methylbutyl)((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)carbamate

: 1403480-45-4
N-((2R,3R)-3-(allyloxy)-4-(4-fluoro-N-methylphenylsulfonamido)-2-methylbutyl)-2-(2-(allyloxy)-5-nitrophenyl)-N-((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)acetamide

Guidance literature:: Multi-step reaction with 5 steps

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

2: 2,6-dimethylpyridine / dichloromethane / 2 h / 0 °C

3: pyridine hydrogenfluoride / tetrahydrofuran / 1 h / 0 °C

4: N-ethyl-N,N-diisopropylamine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / dichloromethane / 2 h / 0 °C

5: sodium hydride / tetrahydrofuran / 22 h / 0 - 20 °C

With 2,6-dimethylpyridine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; sodium hydride; pyridine hydrogenfluoride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm500994n