N-(tert-Butoxycarbonyl)-L-isoleucyl-N²-(2,4-dimethoxybenzyl)-N₁-{(1S)-2-[4-({[3-(8-methoxy-2-methyl-1,2,3,4-tetrahydro-5H-pyrido[4,3-b]indol-5-yl)propanoyl]oxy}methyl)-1H-1,2,3-triazol-1-yl]-1-methylethyl}-2-methylalaninamide

Base Information

• Chemical Name: N-(tert-Butoxycarbonyl)-L-isoleucyl-N²-(2,4-dimethoxybenzyl)-N₁-{(1S)-2-[4-({[3-(8-methoxy-2-methyl-1,2,3,4-tetrahydro-5H-pyrido[4,3-b]indol-5-yl)propanoyl]oxy}methyl)-1H-1,2,3-triazol-1-yl]-1-methylethyl}-2-methylalaninamide
• CAS No.: 1588498-24-1
• Molecular Formula: C₄₆H₆₆N₈O₉
• Molecular Weight: 875.078

Synonyms:N-(tert-Butoxycarbonyl)-L-isoleucyl-N²-(2,4-dimethoxybenzyl)-N₁-{(1S)-2-[4-({[3-(8-methoxy-2-methyl-1,2,3,4-tetrahydro-5H-pyrido[4,3-b]indol-5-yl)propanoyl]oxy}methyl)-1H-1,2,3-triazol-1-yl]-1-methylethyl}-2-methylalaninamide

Chemical Property of N-(tert-Butoxycarbonyl)-L-isoleucyl-N²-(2,4-dimethoxybenzyl)-N₁-{(1S)-2-[4-({[3-(8-methoxy-2-methyl-1,2,3,4-tetrahydro-5H-pyrido[4,3-b]indol-5-yl)propanoyl]oxy}methyl)-1H-1,2,3-triazol-1-yl]-1-methylethyl}-2-methylalaninamide

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Technology Process of N-(tert-Butoxycarbonyl)-L-isoleucyl-N²-(2,4-dimethoxybenzyl)-N₁-{(1S)-2-[4-({[3-(8-methoxy-2-methyl-1,2,3,4-tetrahydro-5H-pyrido[4,3-b]indol-5-yl)propanoyl]oxy}methyl)-1H-1,2,3-triazol-1-yl]-1-methylethyl}-2-methylalaninamide

There total 5 articles about N-(tert-Butoxycarbonyl)-L-isoleucyl-N²-(2,4-dimethoxybenzyl)-N₁-{(1S)-2-[4-({[3-(8-methoxy-2-methyl-1,2,3,4-tetrahydro-5H-pyrido[4,3-b]indol-5-yl)propanoyl]oxy}methyl)-1H-1,2,3-triazol-1-yl]-1-methylethyl}-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: 65.0%

N-(tert-butoxycarbonyl)-L-isoleucyl-N1-[(1S)-2-azido-1-methylethyl]-N2-(2,4-dimethoxybenzyl)-2-methylalaninamide (1316672-53-3) + 3-(8-methoxy-2-methyl-1,2,3,4-tetrahydro-5H-pyrido[4,3-b]indol-5-yl)propionic acid prop-2-ynyl ester (1588498-17-2) → N-(tert-Butoxycarbonyl)-L-isoleucyl-N2-(2,4-dimethoxybenzyl)-N1-{(1S)-2-[4-({[3-(8-methoxy-2-methyl-1,2,3,4-tetrahydro-5H-pyrido[4,3-b]indol-5-yl)propanoyl]oxy}methyl)-1H-1,2,3-triazol-1-yl]-1-methylethyl}-2-methylalaninamide (1588498-24-1)

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:

2,4-Dimethoxybenzylamine (20781-20-8) → N-(tert-Butoxycarbonyl)-L-isoleucyl-N2-(2,4-dimethoxybenzyl)-N1-{(1S)-2-[4-({[3-(8-methoxy-2-methyl-1,2,3,4-tetrahydro-5H-pyrido[4,3-b]indol-5-yl)propanoyl]oxy}methyl)-1H-1,2,3-triazol-1-yl]-1-methylethyl}-2-methylalaninamide (1588498-24-1)

Guidance literature:

Multi-step reaction with 2 steps

1: methanol; water / 24 h / 20 °C

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

With copper(ll) sulfate pentahydrate; sodium L-ascorbate; In methanol; dichloromethane; water; 1: |Ugi Condensation;

DOI:10.3762/bjoc.10.13

Reference yield:

propargyl acrylate (10477-47-1) → N-(tert-Butoxycarbonyl)-L-isoleucyl-N2-(2,4-dimethoxybenzyl)-N1-{(1S)-2-[4-({[3-(8-methoxy-2-methyl-1,2,3,4-tetrahydro-5H-pyrido[4,3-b]indol-5-yl)propanoyl]oxy}methyl)-1H-1,2,3-triazol-1-yl]-1-methylethyl}-2-methylalaninamide (1588498-24-1)

Guidance literature:

Multi-step reaction with 2 steps

1: cesium fluoride / N,N-dimethyl-formamide / 2 h / 110 °C

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

With copper(ll) sulfate pentahydrate; sodium L-ascorbate; cesium fluoride; In dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.3762/bjoc.10.13

upstream raw materials:

N-(tert-butoxycarbonyl)-L-isoleucyl-N₁-[(1S)-2-azido-1-methylethyl]-N₂-(2,4-dimethoxybenzyl)-2-methylalaninamide

3-(8-methoxy-2-methyl-1,2,3,4-tetrahydro-5H-pyrido[4,3-b]indol-5-yl)propionic acid prop-2-ynyl ester

2,4-Dimethoxybenzylamine

N-(tert-butyloxycarbonyl)-L-isoleucine

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