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CAS No.: | 155396-69-3 |
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Name: | (2R,4S,5R)-3-(tert-butoxycarbonyl)-2-(4-Methoxyphenyl)-4-phenyloxazolidine-5-carboxylic acid |
Article Data: | 3 |
Molecular Structure: | |
Formula: | C22H25NO6 |
Molecular Weight: | 399.444 |
Synonyms: | (2R,4S,5R)-3-t-butoxycarbonyl-2-(4-methoxyphenyl)-4-phenyl-1,3-oxazolidine-5-carboxylic acid;(2R,4S,5R)-(2R,4S,5R)-3-tert-butoxycarbonyl-2-(4-methoxyphenyl)-4-phenyl-1,3-oxazolidine-5-carboxylic acid;(2R,4S,5R)-3-(tert-Butoxycarbonyl)-2-(4-methoxyphenyl)-4-phenyloxazolidine-5-carboxylic acid; |
EINECS: | 605-008-3 |
Density: | 1.238g/cm3 |
Boiling Point: | 573.799°C at 760 mmHg |
Flash Point: | 300.823°C |
PSA: | 85.30000 |
LogP: | 4.09350 |
(2R,4S,5R)-5-((1R,5S,7S)-10,10-Dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]decane-4-carbonyl)-2-(4-methoxy-phenyl)-4-phenyl-oxazolidine-3-carboxylic acid tert-butyl ester
(2R,4S,5R)-(2R,4S,5R)-3-tert-butoxycarbonyl-2-(4-methoxyphenyl)-4-phenyl-1,3-oxazolidine-5-carboxylic acid
Conditions | Yield |
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With lithium hydroxide; dihydrogen peroxide In tetrahydrofuran; water 1.) 0 deg C, 30 min, 2.) 20 deg C, 2 h; | 100% |
(2R,4S,5R)-3-t-butoxycarbonyl-4-phenyl-2-(4-methoxyphenyl)-5-methoxycarbonyl-1,3-oxazolidine
(2R,4S,5R)-(2R,4S,5R)-3-tert-butoxycarbonyl-2-(4-methoxyphenyl)-4-phenyl-1,3-oxazolidine-5-carboxylic acid
Conditions | Yield |
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With KOH (or LiOH*H2O) In methanol; water Yield given; |
tert-butyl carbamate
(2R,4S,5R)-(2R,4S,5R)-3-tert-butoxycarbonyl-2-(4-methoxyphenyl)-4-phenyl-1,3-oxazolidine-5-carboxylic acid
Conditions | Yield |
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Multi-step reaction with 5 steps 1: 68 percent / HCOOH / methanol; H2O / 21 h / 20 °C 2: 100 percent / K2CO3 / tetrahydrofuran / 12 h / Heating 3: 1.) LiN(Si(CH3)3)2 / 1.) THF, -78 deg C, 30 min, 2.) -78 deg C, 15 min 4: 90 percent / DDQ, 4 Angstroem molecular sieves / CH2Cl2 / 14 h / 20 °C 5: 100 percent / LiOH, H2O2 / tetrahydrofuran; H2O / 1.) 0 deg C, 30 min, 2.) 20 deg C, 2 h View Scheme |
benzaldehyde
(2R,4S,5R)-(2R,4S,5R)-3-tert-butoxycarbonyl-2-(4-methoxyphenyl)-4-phenyl-1,3-oxazolidine-5-carboxylic acid
Conditions | Yield |
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Multi-step reaction with 5 steps 1: 68 percent / HCOOH / methanol; H2O / 21 h / 20 °C 2: 100 percent / K2CO3 / tetrahydrofuran / 12 h / Heating 3: 1.) LiN(Si(CH3)3)2 / 1.) THF, -78 deg C, 30 min, 2.) -78 deg C, 15 min 4: 90 percent / DDQ, 4 Angstroem molecular sieves / CH2Cl2 / 14 h / 20 °C 5: 100 percent / LiOH, H2O2 / tetrahydrofuran; H2O / 1.) 0 deg C, 30 min, 2.) 20 deg C, 2 h View Scheme |
benzaldehyde N-boc imine
(2R,4S,5R)-(2R,4S,5R)-3-tert-butoxycarbonyl-2-(4-methoxyphenyl)-4-phenyl-1,3-oxazolidine-5-carboxylic acid
Conditions | Yield |
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Multi-step reaction with 3 steps 1: 1.) LiN(Si(CH3)3)2 / 1.) THF, -78 deg C, 30 min, 2.) -78 deg C, 15 min 2: 90 percent / DDQ, 4 Angstroem molecular sieves / CH2Cl2 / 14 h / 20 °C 3: 100 percent / LiOH, H2O2 / tetrahydrofuran; H2O / 1.) 0 deg C, 30 min, 2.) 20 deg C, 2 h View Scheme |
tert-butyl N-(phenyl(phenylsulfonyl)methyl)carbamate
(2R,4S,5R)-(2R,4S,5R)-3-tert-butoxycarbonyl-2-(4-methoxyphenyl)-4-phenyl-1,3-oxazolidine-5-carboxylic acid
Conditions | Yield |
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Multi-step reaction with 4 steps 1: 100 percent / K2CO3 / tetrahydrofuran / 12 h / Heating 2: 1.) LiN(Si(CH3)3)2 / 1.) THF, -78 deg C, 30 min, 2.) -78 deg C, 15 min 3: 90 percent / DDQ, 4 Angstroem molecular sieves / CH2Cl2 / 14 h / 20 °C 4: 100 percent / LiOH, H2O2 / tetrahydrofuran; H2O / 1.) 0 deg C, 30 min, 2.) 20 deg C, 2 h View Scheme |
[(1S,2R)-3-((1R,5S,7S)-10,10-Dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-2-(4-methoxy-benzyloxy)-3-oxo-1-phenyl-propyl]-carbamic acid tert-butyl ester
(2R,4S,5R)-(2R,4S,5R)-3-tert-butoxycarbonyl-2-(4-methoxyphenyl)-4-phenyl-1,3-oxazolidine-5-carboxylic acid
Conditions | Yield |
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Multi-step reaction with 2 steps 1: 90 percent / DDQ, 4 Angstroem molecular sieves / CH2Cl2 / 14 h / 20 °C 2: 100 percent / LiOH, H2O2 / tetrahydrofuran; H2O / 1.) 0 deg C, 30 min, 2.) 20 deg C, 2 h View Scheme |
(2R,4S,5R)-(2R,4S,5R)-3-tert-butoxycarbonyl-2-(4-methoxyphenyl)-4-phenyl-1,3-oxazolidine-5-carboxylic acid
Conditions | Yield |
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Multi-step reaction with 4 steps 1: 86 percent / NaH / toluene / 1.) 20 deg C, 30 min, 2.) 20 deg C, 3 h 2: 1.) LiN(Si(CH3)3)2 / 1.) THF, -78 deg C, 30 min, 2.) -78 deg C, 15 min 3: 90 percent / DDQ, 4 Angstroem molecular sieves / CH2Cl2 / 14 h / 20 °C 4: 100 percent / LiOH, H2O2 / tetrahydrofuran; H2O / 1.) 0 deg C, 30 min, 2.) 20 deg C, 2 h View Scheme |
N-<<(p-Methoxybenzyl)oxy>acetyl>-2,10-camphorsultam
(2R,4S,5R)-(2R,4S,5R)-3-tert-butoxycarbonyl-2-(4-methoxyphenyl)-4-phenyl-1,3-oxazolidine-5-carboxylic acid
Conditions | Yield |
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Multi-step reaction with 3 steps 1: 1.) LiN(Si(CH3)3)2 / 1.) THF, -78 deg C, 30 min, 2.) -78 deg C, 15 min 2: 90 percent / DDQ, 4 Angstroem molecular sieves / CH2Cl2 / 14 h / 20 °C 3: 100 percent / LiOH, H2O2 / tetrahydrofuran; H2O / 1.) 0 deg C, 30 min, 2.) 20 deg C, 2 h View Scheme |
p-Anisaldehyde dimethyl acetal
(2R,4S,5R)-(2R,4S,5R)-3-tert-butoxycarbonyl-2-(4-methoxyphenyl)-4-phenyl-1,3-oxazolidine-5-carboxylic acid
Conditions | Yield |
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Multi-step reaction with 2 steps 1: 74 percent / PPTS / toluene / 0.5 h / Heating 2: KOH (or LiOH*H2O) / methanol; H2O View Scheme |