(S)-3-(benzyloxy)-2-(N-(4-((tert-butyldimethylsilyl)oxy)but-2-yn-1-yl)-4-nitrophenylsulfonamido)-N-methylpropanamide

Base Information

Chemical Name:(S)-3-(benzyloxy)-2-(N-(4-((tert-butyldimethylsilyl)oxy)but-2-yn-1-yl)-4-nitrophenylsulfonamido)-N-methylpropanamide
CAS No.:1386995-62-5
Molecular Formula:C₂₄H₂₃N₃O₇S
Molecular Weight:497.529
Hs Code.:

Synonyms:(S)-3-(benzyloxy)-2-(N-(4-((tert-butyldimethylsilyl)oxy)but-2-yn-1-yl)-4-nitrophenylsulfonamido)-N-methylpropanamide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (S)-3-(benzyloxy)-2-(N-(4-((tert-butyldimethylsilyl)oxy)but-2-yn-1-yl)-4-nitrophenylsulfonamido)-N-methylpropanamide

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Technology Process of (S)-3-(benzyloxy)-2-(N-(4-((tert-butyldimethylsilyl)oxy)but-2-yn-1-yl)-4-nitrophenylsulfonamido)-N-methylpropanamide

There total 5 articles about (S)-3-(benzyloxy)-2-(N-(4-((tert-butyldimethylsilyl)oxy)but-2-yn-1-yl)-4-nitrophenylsulfonamido)-N-methylpropanamide 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:

: 584-12-3
2-bromofuran

: 1386995-59-0
(S)-3-(benzyloxy)-N-methyl-2-(4-nitro-N-(prop-2-yn-1-yl)-phenylsulfonamido)propanamide

: 1386995-62-5
(S)-3-(benzyloxy)-2-(N-(4-((tert-butyldimethylsilyl)oxy)but-2-yn-1-yl)-4-nitrophenylsulfonamido)-N-methylpropanamide

Guidance literature:: With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; In tetrahydrofuran; at 50 ℃; for 5h; Inert atmosphere;
DOI:10.1039/c2ob25111f

Reference yield:

: 1386995-58-9
(S)-3-(benzyloxy)-N-methyl-2-(4-nitrophenylsulfonamido)propanamide

: 1386995-62-5
(S)-3-(benzyloxy)-2-(N-(4-((tert-butyldimethylsilyl)oxy)but-2-yn-1-yl)-4-nitrophenylsulfonamido)-N-methylpropanamide

Guidance literature:: Multi-step reaction with 2 steps

1: potassium carbonate / N,N-dimethyl-formamide / 17.5 h / 0 - 20 °C / Inert atmosphere

2: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine / tetrahydrofuran / 5 h / 50 °C / Inert atmosphere

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide; 1: Sonogashira coupling / 2: Sonogashira coupling;
DOI:10.1039/c2ob25111f

Reference yield:

: 1386995-54-5
(S)-methyl 3-(benzyloxy)-2-(4-nitrophenylsulfonamido)propanoate

: 1386995-62-5
(S)-3-(benzyloxy)-2-(N-(4-((tert-butyldimethylsilyl)oxy)but-2-yn-1-yl)-4-nitrophenylsulfonamido)-N-methylpropanamide

Guidance literature:: Multi-step reaction with 3 steps

1: water / 18 h / 20 °C

2: potassium carbonate / N,N-dimethyl-formamide / 17.5 h / 0 - 20 °C / Inert atmosphere

3: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine / tetrahydrofuran / 5 h / 50 °C / Inert atmosphere

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; triethylamine; In tetrahydrofuran; water; N,N-dimethyl-formamide; 2: Sonogashira coupling / 3: Sonogashira coupling;
DOI:10.1039/c2ob25111f