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(3S,4R)-3-<(1R)-1-triethylsilyloxyethyl>-4-<(1S)-1-(2-p-methoxybenzyloxyethyl)-2-oxo-3-acetoxypropyl>-1-(diphenylmethoxycarbonyl-triphenylphosphoranylidenemethyl)-2-azetidinone

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  • Chemical Name:(3S,4R)-3-<(1R)-1-triethylsilyloxyethyl>-4-<(1S)-1-(2-p-methoxybenzyloxyethyl)-2-oxo-3-acetoxypropyl>-1-(diphenylmethoxycarbonyl-triphenylphosphoranylidenemethyl)-2-azetidinone
  • CAS No.:220430-16-0
  • Molecular Formula:C59H66NO9PSi
  • Molecular Weight:992.234
  • Hs Code.:
(3S,4R)-3-<(1R)-1-triethylsilyloxyethyl>-4-<(1S)-1-(2-p-methoxybenzyloxyethyl)-2-oxo-3-acetoxypropyl>-1-(diphenylmethoxycarbonyl-triphenylphosphoranylidenemethyl)-2-azetidinone

Synonyms:(3S,4R)-3-<(1R)-1-triethylsilyloxyethyl>-4-<(1S)-1-(2-p-methoxybenzyloxyethyl)-2-oxo-3-acetoxypropyl>-1-(diphenylmethoxycarbonyl-triphenylphosphoranylidenemethyl)-2-azetidinone

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Chemical Property of (3S,4R)-3-<(1R)-1-triethylsilyloxyethyl>-4-<(1S)-1-(2-p-methoxybenzyloxyethyl)-2-oxo-3-acetoxypropyl>-1-(diphenylmethoxycarbonyl-triphenylphosphoranylidenemethyl)-2-azetidinone
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Technology Process of (3S,4R)-3-<(1R)-1-triethylsilyloxyethyl>-4-<(1S)-1-(2-p-methoxybenzyloxyethyl)-2-oxo-3-acetoxypropyl>-1-(diphenylmethoxycarbonyl-triphenylphosphoranylidenemethyl)-2-azetidinone

There total 13 articles about (3S,4R)-3-<(1R)-1-triethylsilyloxyethyl>-4-<(1S)-1-(2-p-methoxybenzyloxyethyl)-2-oxo-3-acetoxypropyl>-1-(diphenylmethoxycarbonyl-triphenylphosphoranylidenemethyl)-2-azetidinone 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:
Guidance literature:
Multi-step reaction with 13 steps
1: NaH / dimethylformamide / 1 h / Ambient temperature
2: O3; dimethyl sulfide / CH2Cl2; methanol / 1.5 h / -78 °C
3: 60 percent / 3-quinuclidinol / neat (no solvent) / 48 h / Ambient temperature
4: 76 percent / NBS, dimethylsulfide / CH2Cl2; toluene / 15 h / Ambient temperature
5: 92 percent / zinc dust / dimethylformamide / 2 h / Ambient temperature
6: DIBAL-H / toluene; methanol / -78 - 0 °C
7: triethylamine / CH2Cl2 / 0.25 h / 0 °C
8: conc. HCl, acetic acid / acetonitrile / 0.5 h / 0 °C
9: imidazole / dimethylformamide / 0.33 h / 0 °C
10: 1.) O3; 2.) dimethylsulfide / 1.) CH2Cl2, CH3OH, -78 deg C, 40 min
11: 87 percent / 4 Angstroem molecular sieves / toluene / 3 h / Heating
12: 2,6-lutidine, thionyl chloride / tetrahydrofuran / 0.5 h / -40 °C
13: 2,6-lutidine, NaBr / tetrahydrofuran / 1 h / Ambient temperature
With 1H-imidazole; 2,6-dimethylpyridine; hydrogenchloride; N-Bromosuccinimide; thionyl chloride; dimethylsulfide; 4 A molecular sieve; sodium hydride; diisobutylaluminium hydride; ozone; acetic acid; triethylamine; 3-quinuclidinol; sodium bromide; zinc; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.3987/COM-98-8302
Guidance literature:
Multi-step reaction with 11 steps
1: 60 percent / 3-quinuclidinol / neat (no solvent) / 48 h / Ambient temperature
2: 76 percent / NBS, dimethylsulfide / CH2Cl2; toluene / 15 h / Ambient temperature
3: 92 percent / zinc dust / dimethylformamide / 2 h / Ambient temperature
4: DIBAL-H / toluene; methanol / -78 - 0 °C
5: triethylamine / CH2Cl2 / 0.25 h / 0 °C
6: conc. HCl, acetic acid / acetonitrile / 0.5 h / 0 °C
7: imidazole / dimethylformamide / 0.33 h / 0 °C
8: 1.) O3; 2.) dimethylsulfide / 1.) CH2Cl2, CH3OH, -78 deg C, 40 min
9: 87 percent / 4 Angstroem molecular sieves / toluene / 3 h / Heating
10: 2,6-lutidine, thionyl chloride / tetrahydrofuran / 0.5 h / -40 °C
11: 2,6-lutidine, NaBr / tetrahydrofuran / 1 h / Ambient temperature
With 1H-imidazole; 2,6-dimethylpyridine; hydrogenchloride; N-Bromosuccinimide; thionyl chloride; dimethylsulfide; 4 A molecular sieve; diisobutylaluminium hydride; ozone; acetic acid; triethylamine; 3-quinuclidinol; sodium bromide; zinc; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.3987/COM-98-8302
Guidance literature:
Multi-step reaction with 14 steps
1: aq. HBr / 0.5 h / Ambient temperature
2: NaH / dimethylformamide / 1 h / Ambient temperature
3: O3; dimethyl sulfide / CH2Cl2; methanol / 1.5 h / -78 °C
4: 60 percent / 3-quinuclidinol / neat (no solvent) / 48 h / Ambient temperature
5: 76 percent / NBS, dimethylsulfide / CH2Cl2; toluene / 15 h / Ambient temperature
6: 92 percent / zinc dust / dimethylformamide / 2 h / Ambient temperature
7: DIBAL-H / toluene; methanol / -78 - 0 °C
8: triethylamine / CH2Cl2 / 0.25 h / 0 °C
9: conc. HCl, acetic acid / acetonitrile / 0.5 h / 0 °C
10: imidazole / dimethylformamide / 0.33 h / 0 °C
11: 1.) O3; 2.) dimethylsulfide / 1.) CH2Cl2, CH3OH, -78 deg C, 40 min
12: 87 percent / 4 Angstroem molecular sieves / toluene / 3 h / Heating
13: 2,6-lutidine, thionyl chloride / tetrahydrofuran / 0.5 h / -40 °C
14: 2,6-lutidine, NaBr / tetrahydrofuran / 1 h / Ambient temperature
With 1H-imidazole; 2,6-dimethylpyridine; hydrogenchloride; N-Bromosuccinimide; thionyl chloride; dimethylsulfide; 4 A molecular sieve; hydrogen bromide; sodium hydride; diisobutylaluminium hydride; ozone; acetic acid; triethylamine; 3-quinuclidinol; sodium bromide; zinc; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.3987/COM-98-8302
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