N-((R)-3-(allyloxy)-4-(4-fluoro-N-methylphenylsulfonamido)butyl)-N-((S)-1-((4-methoxybenzyl)oxy)propan-2-yl)-5-nitro-2-((S)-pent-4-en-2-yloxy)benzamide

Base Information

Chemical Name:N-((R)-3-(allyloxy)-4-(4-fluoro-N-methylphenylsulfonamido)butyl)-N-((S)-1-((4-methoxybenzyl)oxy)propan-2-yl)-5-nitro-2-((S)-pent-4-en-2-yloxy)benzamide
CAS No.:1403480-86-3
Molecular Formula:C₃₇H₄₆FN₃O₉S
Molecular Weight:727.851
Hs Code.:

Synonyms:N-((R)-3-(allyloxy)-4-(4-fluoro-N-methylphenylsulfonamido)butyl)-N-((S)-1-((4-methoxybenzyl)oxy)propan-2-yl)-5-nitro-2-((S)-pent-4-en-2-yloxy)benzamide

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Chemical Property of N-((R)-3-(allyloxy)-4-(4-fluoro-N-methylphenylsulfonamido)butyl)-N-((S)-1-((4-methoxybenzyl)oxy)propan-2-yl)-5-nitro-2-((S)-pent-4-en-2-yloxy)benzamide

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Technology Process of N-((R)-3-(allyloxy)-4-(4-fluoro-N-methylphenylsulfonamido)butyl)-N-((S)-1-((4-methoxybenzyl)oxy)propan-2-yl)-5-nitro-2-((S)-pent-4-en-2-yloxy)benzamide

There total 8 articles about N-((R)-3-(allyloxy)-4-(4-fluoro-N-methylphenylsulfonamido)butyl)-N-((S)-1-((4-methoxybenzyl)oxy)propan-2-yl)-5-nitro-2-((S)-pent-4-en-2-yloxy)benzamide 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: 86.0%

: 1403480-66-9
N-((R)-4-(4-fluoro-N-methylphenylsulfonamido)-3-hydroxybutyl)-N-((S)-1-((4-methoxybenzyl)oxy)propan-2-yl)-5-nitro-2-((S)-pent-4-en-2-yloxy)benzamide

: 106-95-6
allyl bromide

: 1403480-86-3
N-((R)-3-(allyloxy)-4-(4-fluoro-N-methylphenylsulfonamido)butyl)-N-((S)-1-((4-methoxybenzyl)oxy)propan-2-yl)-5-nitro-2-((S)-pent-4-en-2-yloxy)benzamide

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 1.5h;
DOI:10.1021/jm500994n

Reference yield:

: 1403479-89-9
(R)-methyl 3-((tert-butyldimethylsilyl)oxy)-4-(4-fluoro-N-methylphenylsulfonamido)butanoate

: 1403480-86-3
N-((R)-3-(allyloxy)-4-(4-fluoro-N-methylphenylsulfonamido)butyl)-N-((S)-1-((4-methoxybenzyl)oxy)propan-2-yl)-5-nitro-2-((S)-pent-4-en-2-yloxy)benzamide

Guidance literature:: Multi-step reaction with 6 steps

1: lithium hydroxide / tetrahydrofuran; water / 20 °C

2: N-ethyl-N,N-diisopropylamine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / dichloromethane / 18 h / 0 - 20 °C

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

4: N-ethyl-N,N-diisopropylamine; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride / dichloromethane / 2 h / 20 °C

5: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / 20 °C

6: sodium hydride / N,N-dimethyl-formamide / 1.5 h / 0 - 20 °C

With dimethylsulfide borane complex; tetrabutyl ammonium fluoride; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; sodium hydride; N-ethyl-N,N-diisopropylamine; lithium hydroxide; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jm500994n

Reference yield:

: 1403479-90-2
(R)-methyl 3-((tertbutyldimethylsilyl)oxy)-4-(4-fluorophenylsulfonamido)butanoate

: 1403480-86-3
N-((R)-3-(allyloxy)-4-(4-fluoro-N-methylphenylsulfonamido)butyl)-N-((S)-1-((4-methoxybenzyl)oxy)propan-2-yl)-5-nitro-2-((S)-pent-4-en-2-yloxy)benzamide

Guidance literature:: Multi-step reaction with 7 steps

1: caesium carbonate / N,N-dimethyl-formamide / 20 °C

2: lithium hydroxide / tetrahydrofuran; water / 20 °C

3: N-ethyl-N,N-diisopropylamine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / dichloromethane / 18 h / 0 - 20 °C

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

5: N-ethyl-N,N-diisopropylamine; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride / dichloromethane / 2 h / 20 °C

6: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / 20 °C

7: sodium hydride / N,N-dimethyl-formamide / 1.5 h / 0 - 20 °C

With dimethylsulfide borane complex; tetrabutyl ammonium fluoride; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; sodium hydride; caesium carbonate; N-ethyl-N,N-diisopropylamine; lithium hydroxide; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jm500994n