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

Base Information

• Chemical Name: N-(tert-butoxycarbonyl)-L-seryl-N₁-[(1S)-1-(azidomethyl)-2-methylpropyl]-N₂-(2,4-dimethoxybenzyl)glycinamide
• CAS No.: 1588498-20-7
• Molecular Formula: C₂₄H₃₈N₆O₇
• Molecular Weight: 522.602

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

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

Chemical Property:

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

There total 1 articles about N-(tert-butoxycarbonyl)-L-seryl-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: 65.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + (S)-1-azido-2-isocyano-3-methylbutane (1223635-85-5) + 2,4-Dimethoxybenzylamine (20781-20-8) + (S)-N-(tert-butoxycarbonyl)serine (3262-72-4) → N-(tert-butoxycarbonyl)-L-seryl-N1-[(1S)-1-(azidomethyl)-2-methylpropyl]-N2-(2,4-dimethoxybenzyl)glycinamide (1588498-20-7)

Guidance literature:

In methanol; water; at 20 ℃; for 24h;

DOI:10.3762/bjoc.10.13

Reference yield: 65.0%

N-(tert-butoxycarbonyl)-L-seryl-N1-[(1S)-1-(azidomethyl)-2-methylpropyl]-N2-(2,4-dimethoxybenzyl)glycinamide (1588498-20-7) + 3-(2,8-dimethyl-1,2,3,4-tetrahydro-5H-pyrido[4,3-b]indol-5-yl)propionic acid prop-2-ynyl ester (1588498-14-9) → N-(tert-butoxycarbonyl)-L-seryl-N2-(2,4-dimethoxybenzyl)-N1-((1S)-1-{[4-({[3-(2,8-dimethyl-1,2,3,4-tetrahydro-5H-pyrido[4,3-b]indol-5-yl)propanoyl]oxy}methyl)-1H-1,2,3-triazol-1-yl]methyl}-2-methylpropyl)glycinamide (1588498-25-2)

Guidance literature:

With copper(ll) sulfate pentahydrate; sodium L-ascorbate; In dichloromethane; water; at 40 ℃; for 1h;

DOI:10.3762/bjoc.10.13

Reference yield:

N-(tert-butoxycarbonyl)-L-seryl-N1-[(1S)-1-(azidomethyl)-2-methylpropyl]-N2-(2,4-dimethoxybenzyl)glycinamide (1588498-20-7) + 3-(2,8-dimethyl-1,2,3,4-tetrahydro-5H-pyrido[4,3-b]indol-5-yl)propionic acid prop-2-ynyl ester (1588498-14-9) → L-seryl-N2-(2,4-dimethoxybenzyl)-N1-((1S)-1-{[4-({[3-(2,8-dimethyl-1,2,3,4-tetrahydro-5H-pyrido[4,3-b]indol-5-yl)propanoyl]oxy}methyl)-1H-1,2,3-triazol-1-yl]methyl}-2-methylpropyl)glycinamide

Guidance literature:

Multi-step reaction with 2 steps

1: copper(ll) sulfate pentahydrate; sodium L-ascorbate / dichloromethane; water / 1 h / 40 °C

2: hydrogenchloride / methanol / 2 h / 20 °C

With hydrogenchloride; copper(ll) sulfate pentahydrate; sodium L-ascorbate; In methanol; dichloromethane; water;

DOI:10.3762/bjoc.10.13

upstream raw materials:

formaldehyd

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

2,4-Dimethoxybenzylamine

(S)-N-(tert-butoxycarbonyl)serine

Downstream raw materials:

N-(tert-butoxycarbonyl)-L-seryl-N²-(2,4-dimethoxybenzyl)-N₁-((1S)-1-{[4-({[3-(2,8-dimethyl-1,2,3,4-tetrahydro-5H-pyrido[4,3-b]indol-5-yl)propanoyl]oxy}methyl)-1H-1,2,3-triazol-1-yl]methyl}-2-methylpropyl)glycinamide

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