Technology Process of (1R,2R,4R,8R,9R,10R,13R,14S,18S,19S)-10-ethyl-2,9-dihydroxy-2,4,9,13,18,19-hexamethyl-16-phenyl-7,11,15,17-tetraoxa-6-azatricyclo[12.3.1.15,8]nonadec-5-en-12-one
There total 7 articles about (1R,2R,4R,8R,9R,10R,13R,14S,18S,19S)-10-ethyl-2,9-dihydroxy-2,4,9,13,18,19-hexamethyl-16-phenyl-7,11,15,17-tetraoxa-6-azatricyclo[12.3.1.15,8]nonadec-5-en-12-one 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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863663-28-9
(1R,2R,4R,8R,9R,10R,13R,14S,18S,19S)-10-ethyl-9-hydroxy-2,4,9,13,18,19-hexamethyl-16-phenyl-2-[(triethylsilyl)oxy]-7,11,15,17-tetraoxa-6-azatricyclo[12.3.1.15,8]nonadec-5-en-12-one
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863663-37-0
(1R,2R,4R,8R,9R,10R,13R,14S,18S,19S)-10-ethyl-2,9-dihydroxy-2,4,9,13,18,19-hexamethyl-16-phenyl-7,11,15,17-tetraoxa-6-azatricyclo[12.3.1.15,8]nonadec-5-en-12-one
- Guidance literature:
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With
triethylamine hydrofluoride; triethylamine;
In
acetonitrile;
at 30 ℃;
for 64h;
DOI:10.1021/jo901817b
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863663-37-0
(1R,2R,4R,8R,9R,10R,13R,14S,18S,19S)-10-ethyl-2,9-dihydroxy-2,4,9,13,18,19-hexamethyl-16-phenyl-7,11,15,17-tetraoxa-6-azatricyclo[12.3.1.15,8]nonadec-5-en-12-one
- Guidance literature:
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Multi-step reaction with 5 steps
1: TEMPO; KBr; aq. carbonate buffer / NaOCl / CH2Cl2 / 0.5 h / 0 °C / pH 8.6
2: 190 mg / 2-methyl-2-butene; NaClO2; aq. citrate phosphate buffer / 2-methyl-propan-2-ol / 0.5 h / 0 °C / pH 3.8
3: Et3N / tetrahydrofuran / 0 - 20 °C
4: 103 mg / Et3N; DMAP / tetrahydrofuran; toluene / 0.75 h / 50 °C
5: 32 mg / Et3N; HF*Et3N / acetonitrile / 64 h / 30 °C
With
dmap; 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium chlorite; 2-methyl-but-2-ene; Carbonate buffer; citrate phosphate buffer; triethylamine hydrofluoride; triethylamine; potassium bromide;
sodium hypochlorite;
In
tetrahydrofuran; dichloromethane; toluene; acetonitrile; tert-butyl alcohol;
DOI:10.1002/anie.200500172
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863663-37-0
(1R,2R,4R,8R,9R,10R,13R,14S,18S,19S)-10-ethyl-2,9-dihydroxy-2,4,9,13,18,19-hexamethyl-16-phenyl-7,11,15,17-tetraoxa-6-azatricyclo[12.3.1.15,8]nonadec-5-en-12-one
- Guidance literature:
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Multi-step reaction with 7 steps
1: 81 percent / (DHQD)2PHAL; K3Fe(CN)6; K2CO3 / methanesulfonylamide; K2OsO4*2H2O / 2-methyl-propan-2-ol; H2O / 3.5 h / 0 °C
2: 80 percent / HF; pyridine / 3 h / 0 °C
3: TEMPO; KBr; aq. carbonate buffer / NaOCl / CH2Cl2 / 0.5 h / 0 °C / pH 8.6
4: 190 mg / 2-methyl-2-butene; NaClO2; aq. citrate phosphate buffer / 2-methyl-propan-2-ol / 0.5 h / 0 °C / pH 3.8
5: Et3N / tetrahydrofuran / 0 - 20 °C
6: 103 mg / Et3N; DMAP / tetrahydrofuran; toluene / 0.75 h / 50 °C
7: 32 mg / Et3N; HF*Et3N / acetonitrile / 64 h / 30 °C
With
pyridine; dmap; 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium chlorite; 2-methyl-but-2-ene; Carbonate buffer; citrate phosphate buffer; hydrogen fluoride; potassium carbonate; triethylamine hydrofluoride; 1,4-bis(9-O-dihydroquinidine)phthalazine; triethylamine; potassium bromide; potassium hexacyanoferrate(III);
sodium hypochlorite; potassium osmate(VI); methanesulfonamide;
In
tetrahydrofuran; dichloromethane; water; toluene; acetonitrile; tert-butyl alcohol;
DOI:10.1002/anie.200500172