Technology Process of (8R,11R,14S)-8-Amino-11-(3,5-dichloro-4-methoxy-phenyl)-4-methoxy-13-methyl-9,12-dioxo-2-oxa-10,13-diaza-tricyclo[14.2.2.13,7]henicosa-1(19),3(21),4,6,16(20),17-hexaene-14-carboxylic acid methyl ester
There total 10 articles about (8R,11R,14S)-8-Amino-11-(3,5-dichloro-4-methoxy-phenyl)-4-methoxy-13-methyl-9,12-dioxo-2-oxa-10,13-diaza-tricyclo[14.2.2.13,7]henicosa-1(19),3(21),4,6,16(20),17-hexaene-14-carboxylic acid methyl 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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586413-52-7
(8R,11R,14S)-8-tert-Butoxycarbonylamino-11-(3,5-dichloro-4-methoxy-phenyl)-4-methoxy-13-methyl-9,12-dioxo-2-oxa-10,13-diaza-tricyclo[14.2.2.13,7]henicosa-1(19),3(21),4,6,16(20),17-hexaene-14-carboxylic acid methyl ester
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586413-68-5
(8R,11R,14S)-8-Amino-11-(3,5-dichloro-4-methoxy-phenyl)-4-methoxy-13-methyl-9,12-dioxo-2-oxa-10,13-diaza-tricyclo[14.2.2.13,7]henicosa-1(19),3(21),4,6,16(20),17-hexaene-14-carboxylic acid methyl ester
- Guidance literature:
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With
hydrogenchloride;
In
methanol;
at 22 ℃;
for 1.5h;
DOI:10.1021/ja030249r
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586413-68-5
(8R,11R,14S)-8-Amino-11-(3,5-dichloro-4-methoxy-phenyl)-4-methoxy-13-methyl-9,12-dioxo-2-oxa-10,13-diaza-tricyclo[14.2.2.13,7]henicosa-1(19),3(21),4,6,16(20),17-hexaene-14-carboxylic acid methyl ester
- Guidance literature:
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Multi-step reaction with 8 steps
1: 98 percent / imidazole / dimethylformamide / 0.5 h
2: 98 percent / MgSO4 / benzene / 24 h
3: Ti(O-i-Pr)4; chiral amino acid ligand; isopropanol / toluene / 4 h
4: 3.11 g / NaHCO3; 1-hydroxy-7-azabenzotriazole; 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide / tetrahydrofuran; dimethylformamide / 12 h / 22 °C
5: NH4OAc; aq. NaIO4 / acetone / 12 h / 22 °C
6: 650 mg / Cu(OAc)2; 4A molecular sieves; Et3N / CH2Cl2; methanol / 6 h / 22 °C
7: 98 percent / HCl / methanol / 1.5 h / 22 °C
With
1H-imidazole; titanium(IV) isopropylate; hydrogenchloride; sodium periodate; 1-hydroxy-7-aza-benzotriazole; copper diacetate; 4 A molecular sieve; chiral amino acid ligand; ammonium acetate; sodium hydrogencarbonate; magnesium sulfate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; isopropyl alcohol;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetone; toluene; benzene;
DOI:10.1021/ja030249r
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586413-68-5
(8R,11R,14S)-8-Amino-11-(3,5-dichloro-4-methoxy-phenyl)-4-methoxy-13-methyl-9,12-dioxo-2-oxa-10,13-diaza-tricyclo[14.2.2.13,7]henicosa-1(19),3(21),4,6,16(20),17-hexaene-14-carboxylic acid methyl ester
- Guidance literature:
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Multi-step reaction with 7 steps
1: 98 percent / MgSO4 / benzene / 24 h
2: Ti(O-i-Pr)4; chiral amino acid ligand; isopropanol / toluene / 4 h
3: 3.11 g / NaHCO3; 1-hydroxy-7-azabenzotriazole; 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide / tetrahydrofuran; dimethylformamide / 12 h / 22 °C
4: NH4OAc; aq. NaIO4 / acetone / 12 h / 22 °C
5: 650 mg / Cu(OAc)2; 4A molecular sieves; Et3N / CH2Cl2; methanol / 6 h / 22 °C
6: 98 percent / HCl / methanol / 1.5 h / 22 °C
With
titanium(IV) isopropylate; hydrogenchloride; sodium periodate; 1-hydroxy-7-aza-benzotriazole; copper diacetate; 4 A molecular sieve; chiral amino acid ligand; ammonium acetate; sodium hydrogencarbonate; magnesium sulfate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; isopropyl alcohol;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetone; toluene; benzene;
DOI:10.1021/ja030249r