tert-butyl N-[(1S)-1-(4-{4-[(methoxycarbonyl)amino]-2-(pent-4-enamido)phenyl}-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-imidazol-2-yl)but-3-en-1-yl]carbamate

Base Information

Chemical Name:tert-butyl N-[(1S)-1-(4-{4-[(methoxycarbonyl)amino]-2-(pent-4-enamido)phenyl}-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-imidazol-2-yl)but-3-en-1-yl]carbamate
CAS No.:1422387-48-1
Molecular Formula:C₃₁H₄₇N₅O₆Si
Molecular Weight:613.83
Hs Code.:

tert-butyl N-[(1S)-1-(4-{4-[(methoxycarbonyl)amino]-2-(pent-4-enamido)phenyl}-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-imidazol-2-yl)but-3-en-1-yl]carbamate

Synonyms:tert-butyl N-[(1S)-1-(4-{4-[(methoxycarbonyl)amino]-2-(pent-4-enamido)phenyl}-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-imidazol-2-yl)but-3-en-1-yl]carbamate

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Chemical Property of tert-butyl N-[(1S)-1-(4-{4-[(methoxycarbonyl)amino]-2-(pent-4-enamido)phenyl}-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-imidazol-2-yl)but-3-en-1-yl]carbamate

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Technology Process of tert-butyl N-[(1S)-1-(4-{4-[(methoxycarbonyl)amino]-2-(pent-4-enamido)phenyl}-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-imidazol-2-yl)but-3-en-1-yl]carbamate

There total 6 articles about tert-butyl N-[(1S)-1-(4-{4-[(methoxycarbonyl)amino]-2-(pent-4-enamido)phenyl}-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-imidazol-2-yl)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: 86.0%

: 591-80-0
pent-4-enoic acid

: 1329167-30-7
tert-butyl N-[(1S)-1-(4-{2-amino-4-[(methoxycarbonyl)-amino]phenyl}-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-imidazol-2-yl)but-3-en-1-yl]carbamate

: 1422387-48-1
tert-butyl N-[(1S)-1-(4-{4-[(methoxycarbonyl)amino]-2-(pent-4-enamido)phenyl}-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-imidazol-2-yl)but-3-en-1-yl]carbamate

Guidance literature:: With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine; In ethyl acetate; at -10 - 20 ℃; for 2h;
DOI:10.1021/acs.jmedchem.6b01460

Reference yield:

: 76513-69-4
(2-trimethylethylsilylethoxy)methyl chloride

: 1422387-48-1
tert-butyl N-[(1S)-1-(4-{4-[(methoxycarbonyl)amino]-2-(pent-4-enamido)phenyl}-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-imidazol-2-yl)but-3-en-1-yl]carbamate

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride / tetrahydrofuran / 1 h / 0 - 20 °C

1.2: 1 h / 0 °C

2.1: zinc; ammonium chloride / methanol / 4 h / 60 °C / Sealed tube

3.1: 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine / ethyl acetate / 1.08 h / -10 - 20 °C / Inert atmosphere

With sodium hydride; ammonium chloride; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine; zinc; In tetrahydrofuran; methanol; ethyl acetate;

Reference yield:

: 1422387-42-5
methyl N-(4-(2-((1S)-1-((tert-butoxycarbonyl)amino)but-3-en-1-yl)-1H-imidazol-5-yl)-3-nitrophenyl)carbamate

: 1422387-48-1
tert-butyl N-[(1S)-1-(4-{4-[(methoxycarbonyl)amino]-2-(pent-4-enamido)phenyl}-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-imidazol-2-yl)but-3-en-1-yl]carbamate

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride / tetrahydrofuran / 1 h / 0 - 20 °C

1.2: 1 h / 0 °C

2.1: zinc; ammonium chloride / methanol / 4 h / 60 °C / Sealed tube

3.1: 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine / ethyl acetate / 1.08 h / -10 - 20 °C / Inert atmosphere

With sodium hydride; ammonium chloride; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine; zinc; In tetrahydrofuran; methanol; ethyl acetate;