N-(tert-butoxycarbonyl)-L-isoleucyl-N₁-[(1S)-2-azido-1-benzylethyl]-N₂-(4-methoxybenzyl)-2-methylalaninamide

Base Information

• Chemical Name: N-(tert-butoxycarbonyl)-L-isoleucyl-N₁-[(1S)-2-azido-1-benzylethyl]-N₂-(4-methoxybenzyl)-2-methylalaninamide
• CAS No.: 1316672-50-0
• Molecular Formula: C₃₂H₄₆N₆O₅
• Molecular Weight: 594.754

Synonyms:N-(tert-butoxycarbonyl)-L-isoleucyl-N₁-[(1S)-2-azido-1-benzylethyl]-N₂-(4-methoxybenzyl)-2-methylalaninamide

Chemical Property of N-(tert-butoxycarbonyl)-L-isoleucyl-N₁-[(1S)-2-azido-1-benzylethyl]-N₂-(4-methoxybenzyl)-2-methylalaninamide

Chemical Property:

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Technology Process of N-(tert-butoxycarbonyl)-L-isoleucyl-N₁-[(1S)-2-azido-1-benzylethyl]-N₂-(4-methoxybenzyl)-2-methylalaninamide

There total 1 articles about N-(tert-butoxycarbonyl)-L-isoleucyl-N₁-[(1S)-2-azido-1-benzylethyl]-N₂-(4-methoxybenzyl)-2-methylalaninamide 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: 60.0%

N-(tert-butyloxycarbonyl)-L-isoleucine (13139-16-7) + 1-[(S)-3-azido-2-isocyanopropyl]benzene (1223635-87-7) + 4-methoxy-benzylamine (2393-23-9) + acetone (67-64-1) → N-(tert-butoxycarbonyl)-L-isoleucyl-N1-[(1S)-2-azido-1-benzylethyl]-N2-(4-methoxybenzyl)-2-methylalaninamide (1316672-50-0)

Guidance literature:

In methanol; at 20 ℃; for 24h;

DOI:10.1039/c0ob01188f

Reference yield: 97.0%

methyl 2-[(tert-butoxycarbonyl)amino]-2-(trifluoromethyl)pent-4-ynoate (929616-33-1) + N-(tert-butoxycarbonyl)-L-isoleucyl-N1-[(1S)-2-azido-1-benzylethyl]-N2-(4-methoxybenzyl)-2-methylalaninamide (1316672-50-0) → N-(tert-butoxycarbonyl)-L-isoleucyl-N1-((1S)-1-benzyl-2-{4-[2-[(tert-butoxycarbonyl)amino]-3,3,3-trifluoro-2-(methoxycarbonyl)propyl]-1H-1,2,3-triazol-1-yl}ethyl)-N2-(4-methoxybenzyl)-2-methylalaninamide (1352924-55-0)

Guidance literature:

With copper(ll) sulfate pentahydrate; sodium L-ascorbate; In dichloromethane; water; at 40 ℃; for 5h; Inert atmosphere;

DOI:10.1016/j.tet.2011.11.037

Reference yield: 96.0%

N-(tert-butoxycarbonyl)-L-isoleucyl-N1-[(1S)-2-azido-1-benzylethyl]-N2-(4-methoxybenzyl)-2-methylalaninamide (1316672-50-0) + methyl 2-hydroxy-2-trifluoromethylpent-4-ynoate (537034-30-3) → N2-(N-(tert-butoxycarbonyl)-L-isoleucyl)-N1-[(1S)-1-benzyl-2-(4-[(1RS)-3,3,3-trifluoro-2-hydroxy-2-(methoxycarbonyl)propyl]-1H-1,2,3-triazol-1-yl)ethyl]-N2-(4-methoxybenzyl)-2-methylalaninamide (1360464-79-4)

Guidance literature:

With copper(ll) sulfate pentahydrate; sodium L-ascorbate; In dichloromethane; water; at 40 ℃; for 3h; regioselective reaction;

DOI:10.1055/s-0031-1289609

upstream raw materials:

N-(tert-butyloxycarbonyl)-L-isoleucine

1-[(S)-3-azido-2-isocyanopropyl]benzene

4-methoxy-benzylamine

acetone

Downstream raw materials:

C₆₂H₉₂N₆O₁₁

N-(tert-butoxycarbonyl)-L-isoleucyl-N₁-((1S)-1-benzyl-2-{4-[2-[(tert-butoxycarbonyl)amino]-3,3,3-trifluoro-2-(methoxycarbonyl)propyl]-1H-1,2,3-triazol-1-yl}ethyl)-N₂-(4-methoxybenzyl)-2-methylalaninamide

N₂-(N-(tert-butoxycarbonyl)-L-isoleucyl)-N₁-[(1S)-1-benzyl-2-(4-[(1RS)-2,2,2-trifluoro-1-hydroxy-1-(methoxycarbonyl)ethyl]-1H-1,2,3-triazol-1-yl)ethyl]-N₂-(4-methoxybenzyl)-2-methylalaninamide

N₂-(N-(tert-butoxycarbonyl)-L-isoleucyl)-N₁-[(1S)-1-benzyl-2-(4-[(1RS)-3,3,3-trifluoro-2-hydroxy-2-(methoxycarbonyl)propyl]-1H-1,2,3-triazol-1-yl)ethyl]-N₂-(4-methoxybenzyl)-2-methylalaninamide

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