Technology Process of (2E,4E,6E,8E,10E)-11-[(S)-2-Phenyl-1-((3S,7S,13S,16S,19S)-13,16,17-trimethyl-2,6,12,15,18-pentaoxo-5-oxa-1,11,14,17-tetraaza-tricyclo[17.3.0.07,11]docos-3-ylcarbamoyl)-ethylcarbamoyl]-undeca-2,4,6,8,10-pentaenoic acid tert-butyl ester
There total 10 articles about (2E,4E,6E,8E,10E)-11-[(S)-2-Phenyl-1-((3S,7S,13S,16S,19S)-13,16,17-trimethyl-2,6,12,15,18-pentaoxo-5-oxa-1,11,14,17-tetraaza-tricyclo[17.3.0.07,11]docos-3-ylcarbamoyl)-ethylcarbamoyl]-undeca-2,4,6,8,10-pentaenoic acid tert-butyl ester 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:
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192068-67-0
(S)-2-Amino-3-phenyl-N-((3S,7S,13S,16S,19S)-13,16,17-trimethyl-2,6,12,15,18-pentaoxo-5-oxa-1,11,14,17-tetraaza-tricyclo[17.3.0.07,11]docos-3-yl)-propionamide
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192068-73-8
(2E,4E,6E,8E,10E)-11-[(S)-2-Phenyl-1-((3S,7S,13S,16S,19S)-13,16,17-trimethyl-2,6,12,15,18-pentaoxo-5-oxa-1,11,14,17-tetraaza-tricyclo[17.3.0.07,11]docos-3-ylcarbamoyl)-ethylcarbamoyl]-undeca-2,4,6,8,10-pentaenoic acid tert-butyl ester
- Guidance literature:
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With
N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate;
In
N,N-dimethyl-formamide;
at 0 ℃;
for 12h;
DOI:10.1002/anie.199711101
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192068-64-7
benzyl ((6S,9S,11aS,17S,20aS)-6,9,10-trimethyl-5,8,11,16,20-pentaoxohexadecahydro-1H,5H,16Hdipyrrolo[2,1-c:2',1'-l][1]oxa[4,7,10,13]tetraazacyclohexadecin-17-yl)carbamate
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192068-73-8
(2E,4E,6E,8E,10E)-11-[(S)-2-Phenyl-1-((3S,7S,13S,16S,19S)-13,16,17-trimethyl-2,6,12,15,18-pentaoxo-5-oxa-1,11,14,17-tetraaza-tricyclo[17.3.0.07,11]docos-3-ylcarbamoyl)-ethylcarbamoyl]-undeca-2,4,6,8,10-pentaenoic acid tert-butyl ester
- Guidance literature:
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Multi-step reaction with 4 steps
1: H2, HCl / Pd/C / methanol / 6 h / Ambient temperature
2: HATU, Huenig base / dimethylformamide / 12 h / 0 °C
3: HBr / acetic acid / 0.5 h / Ambient temperature
4: 17 percent / HATU, Huenig base / dimethylformamide / 12 h / 0 °C
With
hydrogenchloride; hydrogen bromide; hydrogen; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate;
palladium on activated charcoal;
In
methanol; acetic acid; N,N-dimethyl-formamide;
DOI:10.1002/anie.199711101
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192068-73-8
(2E,4E,6E,8E,10E)-11-[(S)-2-Phenyl-1-((3S,7S,13S,16S,19S)-13,16,17-trimethyl-2,6,12,15,18-pentaoxo-5-oxa-1,11,14,17-tetraaza-tricyclo[17.3.0.07,11]docos-3-ylcarbamoyl)-ethylcarbamoyl]-undeca-2,4,6,8,10-pentaenoic acid tert-butyl ester
- Guidance literature:
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Multi-step reaction with 7 steps
1: EDC / CH2Cl2 / 20 h
2: HCl / dioxane / 2 h / Ambient temperature
3: aq. NaHCO3 / CHCl3 / 6 h / Ambient temperature
4: H2, HCl / Pd/C / methanol / 6 h / Ambient temperature
5: HATU, Huenig base / dimethylformamide / 12 h / 0 °C
6: HBr / acetic acid / 0.5 h / Ambient temperature
7: 17 percent / HATU, Huenig base / dimethylformamide / 12 h / 0 °C
With
hydrogenchloride; hydrogen bromide; hydrogen; sodium hydrogencarbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate;
palladium on activated charcoal;
In
1,4-dioxane; methanol; dichloromethane; chloroform; acetic acid; N,N-dimethyl-formamide;
DOI:10.1002/anie.199711101