Technology Process of (3S,6S,9S,12R,13R)-3-Benzyloxymethyl-13-((1S,2R)-2-benzyloxy-1-methyl-pentadecyl)-6-((R)-1-hydroxy-ethyl)-9-isopropyl-12-methyl-1-oxa-4,7,10-triaza-cyclotridecane-2,5,8,11-tetraone
There total 10 articles about (3S,6S,9S,12R,13R)-3-Benzyloxymethyl-13-((1S,2R)-2-benzyloxy-1-methyl-pentadecyl)-6-((R)-1-hydroxy-ethyl)-9-isopropyl-12-methyl-1-oxa-4,7,10-triaza-cyclotridecane-2,5,8,11-tetraone which
guide to synthetic route it.
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synthetic route:
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906800-18-8
(3S,6S,9S,12R,13R)-3-Benzyloxymethyl-13-((1S,2R)-2-benzyloxy-1-methyl-pentadecyl)-6-((R)-1-hydroxy-ethyl)-9-isopropyl-12-methyl-1-oxa-4,7,10-triaza-cyclotridecane-2,5,8,11-tetraone
- Guidance literature:
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Multi-step reaction with 10 steps
1.1: (Me3Si)2NK / tetrahydrofuran
2.1: AcOH / H2O
3.1: Et3N / CH2Cl2
4.1: 2,4,6-trichlorobenzoyl chloride; Et3N; DMAP / tetrahydrofuran
5.1: H2 / 10 percent Pd-C ethylenediamine complex / methanol / 20 °C
6.1: ethyl-3-(3-dimethylaminopropyl)-carbodiimide hydrochloride; 1-hydroxybenztriazol / dimethylformamide / 20 °C
7.1: 45 percent / AcOH / tetrahydrofuran; H2O
8.1: TEMPO; KBr; NaOCl / H2O; CH2Cl2 / 0 °C
8.2: NaClO2; HOSO2NH2; NaH2PO4 / 2-methyl-propan-2-ol; H2O / 0 °C
9.1: CH2Cl2 / -18 °C
10.1: diethyl phosphorocyanidate; Et3N / dimethylformamide
With
dmap; 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; diethyl cyanophosphonate; 2,4,6-trichlorobenzoyl chloride; hydrogen; potassium hexamethylsilazane; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; potassium bromide;
palladium on activated charcoal; ethylenediamine;
In
tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.tetlet.2004.11.121
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906800-18-8
(3S,6S,9S,12R,13R)-3-Benzyloxymethyl-13-((1S,2R)-2-benzyloxy-1-methyl-pentadecyl)-6-((R)-1-hydroxy-ethyl)-9-isopropyl-12-methyl-1-oxa-4,7,10-triaza-cyclotridecane-2,5,8,11-tetraone
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: (Me3Si)2NK / tetrahydrofuran
2.1: AcOH / H2O
3.1: Et3N / CH2Cl2
4.1: 2,4,6-trichlorobenzoyl chloride; Et3N; DMAP / tetrahydrofuran
5.1: H2 / 10 percent Pd-C ethylenediamine complex / methanol / 20 °C
6.1: ethyl-3-(3-dimethylaminopropyl)-carbodiimide hydrochloride; 1-hydroxybenztriazol / dimethylformamide / 20 °C
7.1: 45 percent / AcOH / tetrahydrofuran; H2O
8.1: TEMPO; KBr; NaOCl / H2O; CH2Cl2 / 0 °C
8.2: NaClO2; HOSO2NH2; NaH2PO4 / 2-methyl-propan-2-ol; H2O / 0 °C
9.1: CH2Cl2 / -18 °C
10.1: diethyl phosphorocyanidate; Et3N / dimethylformamide
With
dmap; 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; diethyl cyanophosphonate; 2,4,6-trichlorobenzoyl chloride; hydrogen; potassium hexamethylsilazane; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; potassium bromide;
palladium on activated charcoal; ethylenediamine;
In
tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.tetlet.2004.11.121
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-
906800-18-8
(3S,6S,9S,12R,13R)-3-Benzyloxymethyl-13-((1S,2R)-2-benzyloxy-1-methyl-pentadecyl)-6-((R)-1-hydroxy-ethyl)-9-isopropyl-12-methyl-1-oxa-4,7,10-triaza-cyclotridecane-2,5,8,11-tetraone
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: AcOH / H2O
2.1: Et3N / CH2Cl2
3.1: 2,4,6-trichlorobenzoyl chloride; Et3N; DMAP / tetrahydrofuran
4.1: H2 / 10 percent Pd-C ethylenediamine complex / methanol / 20 °C
5.1: ethyl-3-(3-dimethylaminopropyl)-carbodiimide hydrochloride; 1-hydroxybenztriazol / dimethylformamide / 20 °C
6.1: 45 percent / AcOH / tetrahydrofuran; H2O
7.1: TEMPO; KBr; NaOCl / H2O; CH2Cl2 / 0 °C
7.2: NaClO2; HOSO2NH2; NaH2PO4 / 2-methyl-propan-2-ol; H2O / 0 °C
8.1: CH2Cl2 / -18 °C
9.1: diethyl phosphorocyanidate; Et3N / dimethylformamide
With
dmap; 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; diethyl cyanophosphonate; 2,4,6-trichlorobenzoyl chloride; hydrogen; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; potassium bromide;
palladium on activated charcoal; ethylenediamine;
In
tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.tetlet.2004.11.121