Technology Process of methyl (7S,10S,13S)-10-(benzyloxycarbonylmethyl)-7-{[(benzyloxy)carbonyl]amino}-8,11-dioxo-19-oxa-9,12,17-triazatricyclo[14.2.1.06,18]nonadeca-1(18),2,4,16-tetraene-13-carboxylate
There total 18 articles about methyl (7S,10S,13S)-10-(benzyloxycarbonylmethyl)-7-{[(benzyloxy)carbonyl]amino}-8,11-dioxo-19-oxa-9,12,17-triazatricyclo[14.2.1.06,18]nonadeca-1(18),2,4,16-tetraene-13-carboxylate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
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 20 ℃;
for 20h;
DOI:10.1021/jo025615o
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 92 percent / NaHCO3 / H2O; tetrahydrofuran / 16 h / 20 °C
2.1: Et3N; isobutyl chloroformate / CH2Cl2 / 0.5 h / -10 °C
2.2: CH2Cl2 / 16 h / -10 - 20 °C
2.3: 68 percent / propionic acid / 3 h / Heating
3.1: Me3SiCl; Zn / dimethylformamide / 1 h / 20 °C
3.2: 67 percent / PdCl2(PPh3)2 / dimethylformamide / 2.25 h / 25 - 50 °C
4.1: piperidine / dimethylformamide / 1 h / 20 °C
5.1: 299 mg / N-hydroxybenzotriazole / dimethylformamide / 24 h
6.1: 1 h
7.1: 52.3 mg / diisopropylethylamine; HATU / dimethylformamide / 20 h / 20 °C
With
piperidine; chloro-trimethyl-silane; sodium hydrogencarbonate; benzotriazol-1-ol; triethylamine; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; zinc; isobutyl chloroformate;
In
tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jo025615o
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: Et3N; isobutyl chloroformate / CH2Cl2 / 0.5 h / -10 °C
1.2: CH2Cl2 / 16 h / -10 - 20 °C
1.3: 68 percent / propionic acid / 3 h / Heating
2.1: Me3SiCl; Zn / dimethylformamide / 1 h / 20 °C
2.2: 67 percent / PdCl2(PPh3)2 / dimethylformamide / 2.25 h / 25 - 50 °C
3.1: piperidine / dimethylformamide / 1 h / 20 °C
4.1: 299 mg / N-hydroxybenzotriazole / dimethylformamide / 24 h
5.1: 1 h
6.1: 52.3 mg / diisopropylethylamine; HATU / dimethylformamide / 20 h / 20 °C
With
piperidine; chloro-trimethyl-silane; benzotriazol-1-ol; triethylamine; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; zinc; isobutyl chloroformate;
In
dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo025615o
![(S)-3-Amino-N-{(S)-3-[4-((S)-2-benzyloxycarbonylamino-2-carboxy-ethyl)-benzooxazol-2-yl]-1-methoxycarbonyl-propyl}-succinamic acid benzyl ester; compound with trifluoro-acetic acid](/Databaselist/images/loading.webp)
