N-(tert-butoxycarbonyl)-L-alanyl-N₁-[(1S)-1-(azidomethyl)-2-methylpropyl]-N₂-(2,4-dimethoxybenzyl)glycinamide

Base Information

• Chemical Name: N-(tert-butoxycarbonyl)-L-alanyl-N₁-[(1S)-1-(azidomethyl)-2-methylpropyl]-N₂-(2,4-dimethoxybenzyl)glycinamide
• CAS No.: 1354779-11-5
• Molecular Formula: C₂₄H₃₈N₆O₆
• Molecular Weight: 506.602

Synonyms:N-(tert-butoxycarbonyl)-L-alanyl-N₁-[(1S)-1-(azidomethyl)-2-methylpropyl]-N₂-(2,4-dimethoxybenzyl)glycinamide

Chemical Property of N-(tert-butoxycarbonyl)-L-alanyl-N₁-[(1S)-1-(azidomethyl)-2-methylpropyl]-N₂-(2,4-dimethoxybenzyl)glycinamide

Chemical Property:

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Technology Process of N-(tert-butoxycarbonyl)-L-alanyl-N₁-[(1S)-1-(azidomethyl)-2-methylpropyl]-N₂-(2,4-dimethoxybenzyl)glycinamide

There total 1 articles about N-(tert-butoxycarbonyl)-L-alanyl-N₁-[(1S)-1-(azidomethyl)-2-methylpropyl]-N₂-(2,4-dimethoxybenzyl)glycinamide 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: 70.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + L-N-Boc-Ala (15761-38-3) + (S)-1-azido-2-isocyano-3-methylbutane (1223635-85-5) + 2,4-Dimethoxybenzylamine (20781-20-8) → N-(tert-butoxycarbonyl)-L-alanyl-N1-[(1S)-1-(azidomethyl)-2-methylpropyl]-N2-(2,4-dimethoxybenzyl)glycinamide (1354779-11-5)

Guidance literature:

With water; In methanol; at 20 ℃; for 24h; Inert atmosphere;

DOI:10.1016/j.tet.2011.11.037

Reference yield: 87.0%

N-(tert-butoxycarbonyl)-L-alanyl-N1-[(1S)-1-(azidomethyl)-2-methylpropyl]-N2-(2,4-dimethoxybenzyl)glycinamide (1354779-11-5) + 2-Hydroxy-2-(trifluormethyl)-3-butinsaeure-methylester (130307-84-5) → N2-(N-(tert-butoxycarbonyl)-L-alanyl)-N2-(2,4-dimethoxybenzyl)-N1-[(1S)-2-methyl-1-((4-[(1RS)-2,2,2-trifluoro-1-hydroxy-1-(methoxycarbonyl)ethyl]-1H-1,2,3-triazol-1-yl)methyl)propyl]glycinamide (1360464-74-9)

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

Reference yield: 75.0%

N-(tert-butoxycarbonyl)-L-alanyl-N1-[(1S)-1-(azidomethyl)-2-methylpropyl]-N2-(2,4-dimethoxybenzyl)glycinamide (1354779-11-5) + methyl 2-hydroxy-2-trifluoromethylpent-4-ynoate (537034-30-3) → N2-(N-(tert-butoxycarbonyl)-L-alanyl)-N2-(2,4-dimethoxybenzyl)-N1-[(1S)-2-methyl-1-((4-[(1RS)-3,3,3-trifluoro-2-hydroxy-2-(methoxycarbonyl)propyl]-1H-1,2,3-triazol-1-yl)methyl)propyl]glycinamide (1360464-78-3)

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:

formaldehyd

L-N-Boc-Ala

(S)-1-azido-2-isocyano-3-methylbutane

2,4-Dimethoxybenzylamine

Downstream raw materials:

N₂-(N-(tert-butoxycarbonyl)-L-alanyl)-N₂-(2,4-dimethoxybenzyl)-N₁-[(1S)-2-methyl-1-((4-[(1RS)-2,2,2-trifluoro-1-hydroxy-1-(methoxycarbonyl)ethyl]-1H-1,2,3-triazol-1-yl)methyl)propyl]glycinamide

N₂-(N-(tert-butoxycarbonyl)-L-alanyl)-N₂-(2,4-dimethoxybenzyl)-N₁-[(1S)-2-methyl-1-((4-[(1RS)-3,3,3-trifluoro-2-hydroxy-2-(methoxycarbonyl)propyl]-1H-1,2,3-triazol-1-yl)methyl)propyl]glycinamide

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