(1S,2S,7S,8aS)-2-(benzoyloxy)-7-[4-(([(2S)-2-[(tert-butoxycarbonyl)amino]-3-(1H-indol-3-yl)propanoyl]amino)methyl)-1H-1,2,3-triazol-1-yl]octahydro-1-indolizinyl benzoate

Base Information

Chemical Name:(1S,2S,7S,8aS)-2-(benzoyloxy)-7-[4-(([(2S)-2-[(tert-butoxycarbonyl)amino]-3-(1H-indol-3-yl)propanoyl]amino)methyl)-1H-1,2,3-triazol-1-yl]octahydro-1-indolizinyl benzoate
CAS No.:1350293-80-9
Molecular Formula:C₄₁H₄₅N₇O₇
Molecular Weight:747.851
Hs Code.:

(1S,2S,7S,8aS)-2-(benzoyloxy)-7-[4-(([(2S)-2-[(tert-butoxycarbonyl)amino]-3-(1H-indol-3-yl)propanoyl]amino)methyl)-1H-1,2,3-triazol-1-yl]octahydro-1-indolizinyl benzoate

Synonyms:(1S,2S,7S,8aS)-2-(benzoyloxy)-7-[4-(([(2S)-2-[(tert-butoxycarbonyl)amino]-3-(1H-indol-3-yl)propanoyl]amino)methyl)-1H-1,2,3-triazol-1-yl]octahydro-1-indolizinyl benzoate

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Chemical Property of (1S,2S,7S,8aS)-2-(benzoyloxy)-7-[4-(([(2S)-2-[(tert-butoxycarbonyl)amino]-3-(1H-indol-3-yl)propanoyl]amino)methyl)-1H-1,2,3-triazol-1-yl]octahydro-1-indolizinyl benzoate

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Technology Process of (1S,2S,7S,8aS)-2-(benzoyloxy)-7-[4-(([(2S)-2-[(tert-butoxycarbonyl)amino]-3-(1H-indol-3-yl)propanoyl]amino)methyl)-1H-1,2,3-triazol-1-yl]octahydro-1-indolizinyl benzoate

There total 4 articles about (1S,2S,7S,8aS)-2-(benzoyloxy)-7-[4-(([(2S)-2-[(tert-butoxycarbonyl)amino]-3-(1H-indol-3-yl)propanoyl]amino)methyl)-1H-1,2,3-triazol-1-yl]octahydro-1-indolizinyl benzoate 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: 61.0%

: 1192356-89-0
(1S,2S,7S,8aS)-7-azido-2-(benzoyloxy)octahydro-1-indolizinyl benzoate

: 1189115-77-2
tert-butyl (1S)-1-(1H-indol-3-ylmethyl)-2-oxo-2-(2-propynylamino)ethylcarbamate

: 1350293-80-9
(1S,2S,7S,8aS)-2-(benzoyloxy)-7-[4-(([(2S)-2-[(tert-butoxycarbonyl)amino]-3-(1H-indol-3-yl)propanoyl]amino)methyl)-1H-1,2,3-triazol-1-yl]octahydro-1-indolizinyl benzoate

Guidance literature:: With copper; copper(II) sulfate; In tetrahydrofuran; water; tert-butyl alcohol; at 80 ℃; for 1.5h; Microwave irradiation;
DOI:10.1016/j.tet.2011.10.008

Reference yield:

: C₂₃H₂₅NO₈S

: 1350293-80-9
(1S,2S,7S,8aS)-2-(benzoyloxy)-7-[4-(([(2S)-2-[(tert-butoxycarbonyl)amino]-3-(1H-indol-3-yl)propanoyl]amino)methyl)-1H-1,2,3-triazol-1-yl]octahydro-1-indolizinyl benzoate

Guidance literature:: Multi-step reaction with 4 steps

1: palladium 10% on activated carbon; hydrogen / methanol / 760.05 Torr

2: triethylamine / dichloromethane / 2 h / 20 °C / Inert atmosphere

3: sodium azide / N,N-dimethyl-formamide / 22 h / 80 °C

4: copper; copper(II) sulfate / tetrahydrofuran; water; tert-butyl alcohol / 1.5 h / 80 °C / Microwave irradiation

With sodium azide; palladium 10% on activated carbon; hydrogen; copper; copper(II) sulfate; triethylamine; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1016/j.tet.2011.10.008

Reference yield:

: 1192356-86-7
(1S,2S,7R,8aS)-2-(benzoyloxy)-7-hydroxyoctahydro-1-indolizinyl benzoate

: 1350293-80-9
(1S,2S,7S,8aS)-2-(benzoyloxy)-7-[4-(([(2S)-2-[(tert-butoxycarbonyl)amino]-3-(1H-indol-3-yl)propanoyl]amino)methyl)-1H-1,2,3-triazol-1-yl]octahydro-1-indolizinyl benzoate

Guidance literature:: Multi-step reaction with 3 steps

1: triethylamine / dichloromethane / 2 h / 20 °C / Inert atmosphere

2: sodium azide / N,N-dimethyl-formamide / 22 h / 80 °C

3: copper; copper(II) sulfate / tetrahydrofuran; water; tert-butyl alcohol / 1.5 h / 80 °C / Microwave irradiation

With sodium azide; copper; copper(II) sulfate; triethylamine; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1016/j.tet.2011.10.008