tert-butyl (2-(((2R,3R)-3-(allyloxy)-4-(4-fluoro-N-methylphenylsulfonamido)-2-methylbutyl)((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)carbamoyl)-4-nitrophenyl)(but-3-en-1-yl)carbamate

Base Information

Chemical Name:tert-butyl (2-(((2R,3R)-3-(allyloxy)-4-(4-fluoro-N-methylphenylsulfonamido)-2-methylbutyl)((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)carbamoyl)-4-nitrophenyl)(but-3-en-1-yl)carbamate
CAS No.:1403480-79-4
Molecular Formula:C₄₂H₅₅FN₄O₁₀S
Molecular Weight:826.984
Hs Code.:

tert-butyl (2-(((2R,3R)-3-(allyloxy)-4-(4-fluoro-N-methylphenylsulfonamido)-2-methylbutyl)((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)carbamoyl)-4-nitrophenyl)(but-3-en-1-yl)carbamate

Synonyms:tert-butyl (2-(((2R,3R)-3-(allyloxy)-4-(4-fluoro-N-methylphenylsulfonamido)-2-methylbutyl)((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)carbamoyl)-4-nitrophenyl)(but-3-en-1-yl)carbamate

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Chemical Property of tert-butyl (2-(((2R,3R)-3-(allyloxy)-4-(4-fluoro-N-methylphenylsulfonamido)-2-methylbutyl)((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)carbamoyl)-4-nitrophenyl)(but-3-en-1-yl)carbamate

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Technology Process of tert-butyl (2-(((2R,3R)-3-(allyloxy)-4-(4-fluoro-N-methylphenylsulfonamido)-2-methylbutyl)((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)carbamoyl)-4-nitrophenyl)(but-3-en-1-yl)carbamate

There total 11 articles about tert-butyl (2-(((2R,3R)-3-(allyloxy)-4-(4-fluoro-N-methylphenylsulfonamido)-2-methylbutyl)((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)carbamoyl)-4-nitrophenyl)(but-3-en-1-yl)carbamate 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: 95.0%

: 1403480-59-0
tert-butyl but-3-en-1-yl(2-(((2R,3R)-4-(4-fluoro-N-methylphenylsulfonamido)-3-hydroxy-2-methylbutyl)((S)-1-((4-methoxybenzyl)oxy)propan-2-yl)carbamoyl)-4-nitrophenyl)carbamate

: 106-95-6
allyl bromide

: 1403480-79-4
tert-butyl (2-(((2R,3R)-3-(allyloxy)-4-(4-fluoro-N-methylphenylsulfonamido)-2-methylbutyl)((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)carbamoyl)-4-nitrophenyl)(but-3-en-1-yl)carbamate

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃;
DOI:10.1021/jm500994n

Reference yield:

: C₃₀H₅₆N₂O₆Si₂

: 1403480-79-4
tert-butyl (2-(((2R,3R)-3-(allyloxy)-4-(4-fluoro-N-methylphenylsulfonamido)-2-methylbutyl)((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)carbamoyl)-4-nitrophenyl)(but-3-en-1-yl)carbamate

Guidance literature:: Multi-step reaction with 8 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

5: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 7 h / 20 - 35 °C

6: dmap / tetrahydrofuran / 1 h / Reflux

7: tetrabutyl ammonium fluoride / tetrahydrofuran / 16 h

8: sodium hydride / N,N-dimethyl-formamide / 0 °C

With 2,6-dimethylpyridine; dmap; dimethylsulfide borane complex; tetrabutyl ammonium fluoride; sodium hydride; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
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

: 1403480-79-4
tert-butyl (2-(((2R,3R)-3-(allyloxy)-4-(4-fluoro-N-methylphenylsulfonamido)-2-methylbutyl)((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)carbamoyl)-4-nitrophenyl)(but-3-en-1-yl)carbamate

Guidance literature:: Multi-step reaction with 9 steps

1: 2,6-dimethylpyridine / dichloromethane / 3.92 h / 0 - 20 °C / Inert atmosphere

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

3: 2,6-dimethylpyridine / dichloromethane / 18 h / 20 °C

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

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

6: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 7 h / 20 - 35 °C

7: dmap / tetrahydrofuran / 1 h / Reflux

8: tetrabutyl ammonium fluoride / tetrahydrofuran / 16 h

9: sodium hydride / N,N-dimethyl-formamide / 0 °C

With 2,6-dimethylpyridine; dmap; dimethylsulfide borane complex; tetrabutyl ammonium fluoride; sodium hydride; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jm500994n