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Basic Information
CAS No.: 196404-55-4
Name: (4S,5R)-3-tert-butoxycarbony-2-(4-anisy)-4-phenyl-5-oxazolidinecarboxylic acid
Article Data: 5
Molecular Structure:
Molecular Structure of 196404-55-4 ((4S,5R)-3-tert-butoxycarbony-2-(4-anisy)-4-phenyl-5-oxazolidinecarboxylic acid)
Formula: C22H25NO6
Molecular Weight: 399.444
Synonyms: (4S,5R)-2-(4-Methoxyphenyl)-4-phenyl-3,5-oxazolidinedicarboxylic acid 3-tert-butyl ester;3,5-Oxazolidinedicarboxylic acid,2-(4-methoxyphenyl)-4-phenyl-,3-(1,1-dimethylethyl) ester, (4S,5R)-;
EINECS: 1592732-453-0
Density: 1.238 g/cm3
Melting Point: 134-138 °C
Boiling Point: 573.8 °C at 760 mmHg
Flash Point: 300.8 °C
Safety: 24/25
PSA: 85.30000
LogP: 4.09350
Synthetic route
670254-71-4

(2*,4S,5R)-methyl N-tert-butoxycarbonyl-2-(4'-methoxy)phenyl-4-phenyl-1,3-oxazolidine-5-methionate

196404-55-4

acide (4S,5R)-N-(tert-butoxycarbonyl)-2-(4-O-methoxyphenyl)-4-phenyl-5-oxazolidine carboxylique

Conditions
ConditionsYield
With methanol; sodium hydroxide at 20℃;92%
With potassium hydroxide; water In methanol
1531632-32-2

benzyl (4S,5R)-3-t-butoxycarbonyl-2-(4-methoxyphenyl)-4-phenyl-5-oxazolidine carboxylate

196404-55-4

acide (4S,5R)-N-(tert-butoxycarbonyl)-2-(4-O-methoxyphenyl)-4-phenyl-5-oxazolidine carboxylique

Conditions
ConditionsYield
With hydrogen; palladium(II) hydroxide In methanol at 20℃; under 103.432 Torr; for 1h;67.9%
With hydrogen; palladium(II) hydroxide In methanol at 20℃; under 1034.32 Torr; for 1h;67.9%
With hydrogen; palladium(II) hydroxide In methanol at 20℃; under 1034.32 Torr; for 1h; Inert atmosphere;

(3R,4S)-3-hydroxy-4-(p-chlorophenyl)-2-(α-phenylethyl)azetidinone

196404-55-4

acide (4S,5R)-N-(tert-butoxycarbonyl)-2-(4-O-methoxyphenyl)-4-phenyl-5-oxazolidine carboxylique

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: HCl / methanol
1.2: H2 / Pd/C
2.1: 94 percent / PPTS / toluene
3.1: KOH; water / methanol
View Scheme

(3R,4S)-3-hydroxy-4-(2',4'-dichlorophenyl)-2-(α-phenylethyl)azetidinone

196404-55-4

acide (4S,5R)-N-(tert-butoxycarbonyl)-2-(4-O-methoxyphenyl)-4-phenyl-5-oxazolidine carboxylique

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: HCl / methanol
1.2: H2 / Pd/C
2.1: 94 percent / PPTS / toluene
3.1: KOH; water / methanol
View Scheme
24424-99-5

di-tert-butyl dicarbonate

1.) NaH; 2.) SOCl2

1.) NaH; 2.) SOCl2

196404-55-4

acide (4S,5R)-N-(tert-butoxycarbonyl)-2-(4-O-methoxyphenyl)-4-phenyl-5-oxazolidine carboxylique

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 94 percent / PPTS / toluene
2: KOH; water / methanol
View Scheme
124605-42-1

methyl (2R,3S)-3-(tert-butoxycarbonylamino)-2-hydroxy-3-phenylpropionate

196404-55-4

acide (4S,5R)-N-(tert-butoxycarbonyl)-2-(4-O-methoxyphenyl)-4-phenyl-5-oxazolidine carboxylique

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 94 percent / PPTS / toluene
2: KOH; water / methanol
View Scheme
Multi-step reaction with 2 steps
1: toluene-4-sulfonic acid; pyridine / toluene / Reflux
2: sodium hydroxide; methanol / 20 °C
View Scheme
157240-36-3

(2R,3S)-3-phenylisoserine methyl ester

196404-55-4

acide (4S,5R)-N-(tert-butoxycarbonyl)-2-(4-O-methoxyphenyl)-4-phenyl-5-oxazolidine carboxylique

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 94 percent / PPTS / toluene
2: KOH; water / methanol
View Scheme
Multi-step reaction with 3 steps
1: potassium hydroxide / dichloromethane; water / 20 °C
2: toluene-4-sulfonic acid; pyridine / toluene / Reflux
3: sodium hydroxide; methanol / 20 °C
View Scheme
911199-15-0

C25H33NO6S

196404-55-4

acide (4S,5R)-N-(tert-butoxycarbonyl)-2-(4-O-methoxyphenyl)-4-phenyl-5-oxazolidine carboxylique

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: hydrogenchloride / water; ethyl acetate / 10 h / 20 °C
2: triethylamine / dichloromethane / 20 °C / Inert atmosphere
3: pyridinium p-toluenesulfonate / toluene / 4.33 h / 90 - 100 °C / Inert atmosphere
4: hydrogen; palladium(II) hydroxide / methanol / 1 h / 20 °C / 1034.32 Torr / Inert atmosphere
View Scheme
196929-85-8

(R)-N-benzylidene-2-methylpropane-2-sulfinamide

196404-55-4

acide (4S,5R)-N-(tert-butoxycarbonyl)-2-(4-O-methoxyphenyl)-4-phenyl-5-oxazolidine carboxylique

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: lithium hexamethyldisilazane / tetrahydrofuran / 1.5 h / -70 °C / Inert atmosphere
1.2: 4.5 h / -70 °C / Inert atmosphere
2.1: hydrogenchloride / water; ethyl acetate / 10 h / 20 °C
3.1: triethylamine / dichloromethane / 20 °C / Inert atmosphere
4.1: pyridinium p-toluenesulfonate / toluene / 4.33 h / 90 - 100 °C / Inert atmosphere
5.1: hydrogen; palladium(II) hydroxide / methanol / 1 h / 20 °C / 1034.32 Torr / Inert atmosphere
View Scheme
Multi-step reaction with 5 steps
1.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -70 °C
1.2: 4 h
2.1: hydrogenchloride / ethyl acetate / 10 h / 20 °C
3.1: pyridinium p-toluenesulfonate / toluene / 4 h / 90 - 100 °C
4.1: triethylamine / dichloromethane / 20 °C
5.1: palladium(II) hydroxide; hydrogen / methanol / 1 h / 20 °C / 1034.32 Torr
View Scheme

benzyl 2R-hydroxy-3S-aminophenyl propionate

196404-55-4

acide (4S,5R)-N-(tert-butoxycarbonyl)-2-(4-O-methoxyphenyl)-4-phenyl-5-oxazolidine carboxylique

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: triethylamine / dichloromethane / 20 °C / Inert atmosphere
2: pyridinium p-toluenesulfonate / toluene / 4.33 h / 90 - 100 °C / Inert atmosphere
3: hydrogen; palladium(II) hydroxide / methanol / 1 h / 20 °C / 1034.32 Torr / Inert atmosphere
View Scheme
Multi-step reaction with 3 steps
1: pyridinium p-toluenesulfonate / toluene / 4 h / 90 - 100 °C
2: triethylamine / dichloromethane / 20 °C
3: hydrogen; palladium(II) hydroxide / methanol / 1 h / 20 °C / 103.43 Torr
View Scheme
Multi-step reaction with 3 steps
1: pyridinium p-toluenesulfonate / toluene / 4 h / 90 - 100 °C
2: triethylamine / dichloromethane / 20 °C
3: palladium(II) hydroxide; hydrogen / methanol / 1 h / 20 °C / 1034.32 Torr
View Scheme
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    (4S,5R)-3-tert-butoxycarbony-2-(4-anisy)-4-phenyl-5-oxazolidinecarboxylic acid

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  • (4S,5R)-3-tert-butoxycarbony-2-(4-anisy)-4-phenyl-5-oxazolidinecarboxylic acid

  • Casno:

    196404-55-4

    (4S,5R)-3-tert-butoxycarbony-2-(4-anisy)-4-phenyl-5-oxazolidinecarboxylic acid

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    (4S,5R)-3-tert-butoxycarbony-2-(4-anisy)-4-phenyl-5-oxazolidinecarboxylic acid

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    SAGECHEM/ (4S,5R)-3-tert-Butoxycarbony-2-(4-anisyl)-4-phenyl-5-oxazolidinecarboxylic acid /Manufacturer in China

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    196404-55-4

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  • (4S,5R)-3-tert-butoxycarbony-2-(4-anisy)-4-phenyl-5-oxazolidinecarboxylic acid

  • Casno:

    196404-55-4

    (4S,5R)-3-tert-butoxycarbony-2-(4-anisy)-4-phenyl-5-oxazolidinecarboxylic acid

    Min.Order: 1 Metric Ton

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Specification

The CAS registry number of (4S,5R)-3-tert-butoxycarbony-2-(4-anisyl)-4-phenyl-5-oxazolidinecarboxylic acid is 196404-55-4. The systematic name is (4S,5R)-3-(tert-butoxycarbonyl)-2-(4-methoxyphenyl)-4-phenyl-1,3-oxazolidine-5-carboxylic acid. In addition, the molecular formula is C22H25NO6 and the molecular weight is 399.44. What's more, it should be stored in sealed container, and put in a cool and dry place.

Physical properties about (4S,5R)-3-tert-butoxycarbony-2-(4-anisyl)-4-phenyl-5-oxazolidinecarboxylic acid are: (1)ACD/LogP: 4.21; (2)ACD/LogD (pH 5.5): 1.72; (3)ACD/LogD (pH 7.4): 0.54; (4)ACD/BCF (pH 5.5): 3.04; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 15.19; (7)ACD/KOC (pH 7.4): 1; (8)#H bond acceptors: 7; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 6; (11)Polar Surface Area: 74.3 Å2; (12)Index of Refraction: 1.567; (13)Molar Refractivity: 105.49 cm3; (14)Molar Volume: 322.6 cm3; (15)Polarizability: 41.82 ×10-24cm3; (16)Surface Tension: 48.5 dyne/cm; (17)Density: 1.238 g/cm3; (18)Flash Point: 300.8 °C; (19)Enthalpy of Vaporization: 90.45 kJ/mol; (20)Boiling Point: 573.8 °C at 760 mmHg; (21)Vapour Pressure: 5.25E-14 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(OC(C)(C)C)N3[C@@H](c1ccccc1)[C@@H](OC3c2ccc(OC)cc2)C(=O)O
(2)InChI: InChI=1/C22H25NO6/c1-22(2,3)29-21(26)23-17(14-8-6-5-7-9-14)18(20(24)25)28-19(23)15-10-12-16(27-4)13-11-15/h5-13,17-19H,1-4H3,(H,24,25)/t17-,18+,19?/m0/s1
(3)InChIKey: MSVWUXLRSKRKFZ-PAMZHZACBP