N-((2R,3R)-3-((tert-butyldimethylsilyl)oxy)-4-(4-fluoro-N-methylphenylsulfonamido)-2-methylbutyl)-2-fluoro-N-((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)-5-nitrobenzamide

Base Information

Chemical Name:N-((2R,3R)-3-((tert-butyldimethylsilyl)oxy)-4-(4-fluoro-N-methylphenylsulfonamido)-2-methylbutyl)-2-fluoro-N-((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)-5-nitrobenzamide
CAS No.:1403480-39-6
Molecular Formula:C₃₆H₄₉F₂N₃O₈SSi
Molecular Weight:749.949
Hs Code.:

N-((2R,3R)-3-((tert-butyldimethylsilyl)oxy)-4-(4-fluoro-N-methylphenylsulfonamido)-2-methylbutyl)-2-fluoro-N-((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)-5-nitrobenzamide

Synonyms:N-((2R,3R)-3-((tert-butyldimethylsilyl)oxy)-4-(4-fluoro-N-methylphenylsulfonamido)-2-methylbutyl)-2-fluoro-N-((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)-5-nitrobenzamide

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Chemical Property of N-((2R,3R)-3-((tert-butyldimethylsilyl)oxy)-4-(4-fluoro-N-methylphenylsulfonamido)-2-methylbutyl)-2-fluoro-N-((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)-5-nitrobenzamide

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Technology Process of N-((2R,3R)-3-((tert-butyldimethylsilyl)oxy)-4-(4-fluoro-N-methylphenylsulfonamido)-2-methylbutyl)-2-fluoro-N-((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)-5-nitrobenzamide

There total 8 articles about N-((2R,3R)-3-((tert-butyldimethylsilyl)oxy)-4-(4-fluoro-N-methylphenylsulfonamido)-2-methylbutyl)-2-fluoro-N-((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)-5-nitrobenzamide 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: 99.0%

: 1403480-07-8
N-((2R,3R)-2-((tert-butyldimethylsilyl)oxy)-4-(((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)amino)-3-methylbutyl)-4-fluoro-N-methylbenzenesulfonamide

: 709-46-6
2-fluoro-5-nitrobenzoyl chloride

: 1403480-39-6
N-((2R,3R)-3-((tert-butyldimethylsilyl)oxy)-4-(4-fluoro-N-methylphenylsulfonamido)-2-methylbutyl)-2-fluoro-N-((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)-5-nitrobenzamide

Guidance literature:: With triethylamine; In dichloromethane; at 0 - 20 ℃; for 3.5h;
DOI:10.1021/jm500994n

Reference yield: 69.0%

: 7304-32-7
2-fluoro-5-nitrobenzoic acid

: 1403480-07-8
N-((2R,3R)-2-((tert-butyldimethylsilyl)oxy)-4-(((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)amino)-3-methylbutyl)-4-fluoro-N-methylbenzenesulfonamide

: 1403480-39-6
N-((2R,3R)-3-((tert-butyldimethylsilyl)oxy)-4-(4-fluoro-N-methylphenylsulfonamido)-2-methylbutyl)-2-fluoro-N-((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)-5-nitrobenzamide

Guidance literature:: With bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃; for 16h;
DOI:10.1021/jm500994n

Reference yield:

: C₃₀H₅₆N₂O₆Si₂

: 1403480-39-6
N-((2R,3R)-3-((tert-butyldimethylsilyl)oxy)-4-(4-fluoro-N-methylphenylsulfonamido)-2-methylbutyl)-2-fluoro-N-((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)-5-nitrobenzamide

Guidance literature:: Multi-step reaction with 4 steps

1: potassium carbonate / tetrahydrofuran; methanol; water / 3 h / 20 °C

2: 2,6-dimethylpyridine / dichloromethane / 18 h / 20 °C

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

4: triethylamine / dichloromethane / 3.5 h / 0 - 20 °C

With 2,6-dimethylpyridine; dimethylsulfide borane complex; potassium carbonate; triethylamine; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1021/jm500994n