benzyl 5-{5'-[4''-(S)-benzyloxycarbonyl-4''-(tert-butoxycarbonyl)aminobut-1''-ynyl]-4'-iodopyridin-3'-yl}-2-(S)-[(tert-butoxycarbonyl)amino]pent-4-ynoate

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Chemical Name:benzyl 5-{5'-[4''-(S)-benzyloxycarbonyl-4''-(tert-butoxycarbonyl)aminobut-1''-ynyl]-4'-iodopyridin-3'-yl}-2-(S)-[(tert-butoxycarbonyl)amino]pent-4-ynoate
CAS No.:1364376-34-0
Molecular Formula:C₃₉H₄₂IN₃O₈
Molecular Weight:807.682
Hs Code.:

Synonyms:benzyl 5-{5'-[4''-(S)-benzyloxycarbonyl-4''-(tert-butoxycarbonyl)aminobut-1''-ynyl]-4'-iodopyridin-3'-yl}-2-(S)-[(tert-butoxycarbonyl)amino]pent-4-ynoate

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Chemical Property of benzyl 5-{5'-[4''-(S)-benzyloxycarbonyl-4''-(tert-butoxycarbonyl)aminobut-1''-ynyl]-4'-iodopyridin-3'-yl}-2-(S)-[(tert-butoxycarbonyl)amino]pent-4-ynoate

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Technology Process of benzyl 5-{5'-[4''-(S)-benzyloxycarbonyl-4''-(tert-butoxycarbonyl)aminobut-1''-ynyl]-4'-iodopyridin-3'-yl}-2-(S)-[(tert-butoxycarbonyl)amino]pent-4-ynoate

There total 6 articles about benzyl 5-{5'-[4''-(S)-benzyloxycarbonyl-4''-(tert-butoxycarbonyl)aminobut-1''-ynyl]-4'-iodopyridin-3'-yl}-2-(S)-[(tert-butoxycarbonyl)amino]pent-4-ynoate 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: 52.0%

: 936242-42-1
(S)-2-((tert-butoxycarbonyl)amino)-4-pentynoic acid benzyl ester

: 1111241-52-1
3,4,5-triiodopyridine

: 1364376-34-0
benzyl 5-{5'-[4''-(S)-benzyloxycarbonyl-4''-(tert-butoxycarbonyl)aminobut-1''-ynyl]-4'-iodopyridin-3'-yl}-2-(S)-[(tert-butoxycarbonyl)amino]pent-4-ynoate

: 1364376-31-7
benzyl 2-(S)-[(tert-butoxycarbonyl)amino]-5-(4',5'-diiodopyridin-3'-yl)pent-4-ynoate

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 15.5h; Inert atmosphere;
DOI:10.1039/c2cc17958j

Reference yield:

: 626-64-2,157061-69-3
pyridin-4-ol

: 1364376-34-0
benzyl 5-{5'-[4''-(S)-benzyloxycarbonyl-4''-(tert-butoxycarbonyl)aminobut-1''-ynyl]-4'-iodopyridin-3'-yl}-2-(S)-[(tert-butoxycarbonyl)amino]pent-4-ynoate

: 1364376-31-7
benzyl 2-(S)-[(tert-butoxycarbonyl)amino]-5-(4',5'-diiodopyridin-3'-yl)pent-4-ynoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium acetate; sodium hydroxide / water / Reflux; Inert atmosphere

1.2: Inert atmosphere; Reflux

2.1: phosphorus tribromide / ethyl acetate / 4.5 h / 145 °C / Inert atmosphere

3.1: hydrogenchloride / tetrahydrofuran; diethyl ether; water / 0.08 h / 20 °C / Inert atmosphere

3.2: 24 h / Inert atmosphere; Reflux

4.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 15.5 h / 20 °C / Inert atmosphere

With hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; sodium acetate; phosphorus tribromide; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In tetrahydrofuran; diethyl ether; water; ethyl acetate; N,N-dimethyl-formamide; 4.1: Sonogashira coupling;
DOI:10.1039/c2cc17958j

Reference yield:

: 7153-08-4
4-hydroxy-3,5-diiodopyridine

: 1364376-34-0
benzyl 5-{5'-[4''-(S)-benzyloxycarbonyl-4''-(tert-butoxycarbonyl)aminobut-1''-ynyl]-4'-iodopyridin-3'-yl}-2-(S)-[(tert-butoxycarbonyl)amino]pent-4-ynoate

: 1364376-31-7
benzyl 2-(S)-[(tert-butoxycarbonyl)amino]-5-(4',5'-diiodopyridin-3'-yl)pent-4-ynoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: phosphorus tribromide / ethyl acetate / 4.5 h / 145 °C / Inert atmosphere

2.1: hydrogenchloride / tetrahydrofuran; diethyl ether; water / 0.08 h / 20 °C / Inert atmosphere

2.2: 24 h / Inert atmosphere; Reflux

3.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 15.5 h / 20 °C / Inert atmosphere

With hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; phosphorus tribromide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; diethyl ether; water; ethyl acetate; N,N-dimethyl-formamide; 3.1: Sonogashira coupling;
DOI:10.1039/c2cc17958j