(4S,5R)-3-tert-Butoxycarbony-2-(4-anisyl)-4-phenyl-5-oxazolidinecarboxylic acid supplier

Name
(4S,5R)-3-tert-butoxycarbony-2-(4-anisy)-4-phenyl-5-oxazolidinecarboxylic acid
EINECS 1592732-453-0
CAS No. 196404-55-4
Article Data5
CAS DataBase
Density 1.238 g/cm³
Solubility
Melting Point 134-138 °C
Formula C₂₂H₂₅NO₆
Boiling Point 573.8 °C at 760 mmHg
Molecular Weight 399.444
Flash Point 300.8 °C
Transport Information
Appearance
Safety 24/25
Risk Codes
Molecular Structure
Hazard Symbols
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)-;
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Yield

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

Conditions	Yield
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

: 1219592-76-3
(2R,3S)-N-Boc-3-phenylisoserine benzyl ester

: 196404-55-4
acide (4S,5R)-N-(tert-butoxycarbonyl)-2-(4-O-methoxyphenyl)-4-phenyl-5-oxazolidine carboxylique

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: pyridinium p-toluenesulfonate / toluene / 4.33 h / 90 - 100 °C / Inert atmosphere 2: hydrogen; palladium(II) hydroxide / methanol / 1 h / 20 °C / 1034.32 Torr / Inert atmosphere View Scheme

: 100-52-7
benzaldehyde

: 196404-55-4
acide (4S,5R)-N-(tert-butoxycarbonyl)-2-(4-O-methoxyphenyl)-4-phenyl-5-oxazolidine carboxylique

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1.1: magnesium sulfate; pyridinium p-toluenesulfonate / dichloromethane 2.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -70 °C 2.2: 4 h 3.1: hydrogenchloride / ethyl acetate / 10 h / 20 °C 4.1: pyridinium p-toluenesulfonate / toluene / 4 h / 90 - 100 °C 5.1: triethylamine / dichloromethane / 20 °C 6.1: hydrogen; palladium(II) hydroxide / methanol / 1 h / 20 °C / 103.43 Torr View Scheme
Multi-step reaction with 6 steps 1.1: magnesium sulfate; pyridinium p-toluenesulfonate / dichloromethane / 24 h / 20 °C 2.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -70 °C 2.2: 4 h 3.1: hydrogenchloride / ethyl acetate / 10 h / 20 °C 4.1: pyridinium p-toluenesulfonate / toluene / 4 h / 90 - 100 °C 5.1: triethylamine / dichloromethane / 20 °C 6.1: palladium(II) hydroxide; hydrogen / methanol / 1 h / 20 °C / 1034.32 Torr View Scheme

Yield

Multi-step reaction with 6 steps
1.1: magnesium sulfate; pyridinium p-toluenesulfonate / dichloromethane
2.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -70 °C
2.2: 4 h
3.1: hydrogenchloride / ethyl acetate / 10 h / 20 °C
4.1: pyridinium p-toluenesulfonate / toluene / 4 h / 90 - 100 °C
5.1: triethylamine / dichloromethane / 20 °C
6.1: hydrogen; palladium(II) hydroxide / methanol / 1 h / 20 °C / 103.43 Torr
View Scheme

Multi-step reaction with 6 steps
1.1: magnesium sulfate; pyridinium p-toluenesulfonate / dichloromethane / 24 h / 20 °C
2.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -70 °C
2.2: 4 h
3.1: hydrogenchloride / ethyl acetate / 10 h / 20 °C
4.1: pyridinium p-toluenesulfonate / toluene / 4 h / 90 - 100 °C
5.1: triethylamine / dichloromethane / 20 °C
6.1: palladium(II) hydroxide; hydrogen / methanol / 1 h / 20 °C / 1034.32 Torr
View Scheme

: (±)-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

Conditions	Yield
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: hydrogen; palladium(II) hydroxide / methanol / 1 h / 20 °C / 103.43 Torr View Scheme

: C25H33NO6S

: 196404-55-4
acide (4S,5R)-N-(tert-butoxycarbonyl)-2-(4-O-methoxyphenyl)-4-phenyl-5-oxazolidine carboxylique

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: hydrogenchloride / ethyl acetate / 10 h / 20 °C 2: pyridinium p-toluenesulfonate / toluene / 4 h / 90 - 100 °C 3: triethylamine / dichloromethane / 20 °C 4: hydrogen; palladium(II) hydroxide / methanol / 1 h / 20 °C / 103.43 Torr View Scheme

: benzyl (4S,5R)-2-(4-methoxyphenyl)-4-phenyl-1,3-oxazolidine-5-carboxylate

: 196404-55-4
acide (4S,5R)-N-(tert-butoxycarbonyl)-2-(4-O-methoxyphenyl)-4-phenyl-5-oxazolidine carboxylique

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: triethylamine / dichloromethane / 20 °C 2: hydrogen; palladium(II) hydroxide / methanol / 1 h / 20 °C / 103.43 Torr View Scheme
Multi-step reaction with 2 steps 1: triethylamine / dichloromethane / 20 °C 2: palladium(II) hydroxide; hydrogen / methanol / 1 h / 20 °C / 1034.32 Torr View Scheme

: 878395-96-1
(SS,2R,3S)-N-tert-butanesulfinyl-O-[(tert-butyloxy)carbonyl]-3-phenylisoserine benzyl ester

: 196404-55-4
acide (4S,5R)-N-(tert-butoxycarbonyl)-2-(4-O-methoxyphenyl)-4-phenyl-5-oxazolidine carboxylique

Conditions

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

: 24424-99-5
di-tert-butyl dicarbonate

: 196404-55-4
acide (4S,5R)-N-(tert-butoxycarbonyl)-2-(4-O-methoxyphenyl)-4-phenyl-5-oxazolidine carboxylique

Conditions

Conditions	Yield
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

: 95603-44-4
7,10-di-(2,2,2-trichloroethyloxycarbonyl)-10-deacetylbaccatin III

: 196404-55-4
acide (4S,5R)-N-(tert-butoxycarbonyl)-2-(4-O-methoxyphenyl)-4-phenyl-5-oxazolidine carboxylique

: C57H61Cl6NO19

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 1h;	97.1%

: 1159599-99-1
2-oxa-6-azaspiro[3.3]heptan-6-ium carboxyformate

: 196404-55-4
acide (4S,5R)-N-(tert-butoxycarbonyl)-2-(4-O-methoxyphenyl)-4-phenyl-5-oxazolidine carboxylique

: 1449279-90-6
(4S,5R)-tert-butyl-2-(4-methoxyphenyl)-4-phenyl-5-(2-oxa-6-azaspiro[3.3]heptane-6-carbonyl)oxazolidine-3-carboxylate

Conditions

Conditions	Yield
With N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In tetrahydrofuran at 20℃; for 24h;	95%

: 196404-55-4
acide (4S,5R)-N-(tert-butoxycarbonyl)-2-(4-O-methoxyphenyl)-4-phenyl-5-oxazolidine carboxylique

: 548484-73-7
7-(2',3',4',6'-tetra-O-benzyl-β-D-glucopyranosyloxy)-9-dihydrobaccatin III

: 7-(2',3',4',6'-tetra-O-benzyl-β-D-glucopyranosyloxy)-9-dihydrobaccatin III-13-yl (4S,5R)-N-(t-butyloxycarbonyl)-2-(4-methoxyphenyl)-4-phenyl-5-oxazolidinecarboxylate

Conditions

Conditions	Yield
With 4-pyrrolidin-1-ylpyridine; dicyclohexyl-carbodiimide In dichloromethane at 75℃; for 3.5h;	93%

: C39H54Cl2O12Si

: 196404-55-4
acide (4S,5R)-N-(tert-butoxycarbonyl)-2-(4-O-methoxyphenyl)-4-phenyl-5-oxazolidine carboxylique

: C60H75Cl2NO17Si

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In toluene at 15℃; for 2h; Temperature; Reagent/catalyst;	93%

: 95603-44-4
7,10-di-(2,2,2-trichloroethyloxycarbonyl)-10-deacetylbaccatin III

: 196404-55-4
acide (4S,5R)-N-(tert-butoxycarbonyl)-2-(4-O-methoxyphenyl)-4-phenyl-5-oxazolidine carboxylique

: 859498-31-0
C57H61Cl6NO19

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In toluene at 85℃; Fischer-Speier Esterification;	92%
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃;
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 6℃; for 0.833333h; Solvent; Temperature; Inert atmosphere;

: 160084-70-8
4α-acetoxy-2α-benzoyIoxy-5β,20-epoxy-1β,13α-dihydroxy-10β-methoxy-9-oxo-7β-triethylsilyloxy-11-taxene

: 196404-55-4
acide (4S,5R)-N-(tert-butoxycarbonyl)-2-(4-O-methoxyphenyl)-4-phenyl-5-oxazolidine carboxylique

: C58H75NO15Si

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In toluene at 25℃; Inert atmosphere;	90.3%

: 194864-02-3
C-7,C-10-dibenzyloxycarbonyl-10-deacetyl baccatin III

: 196404-55-4
acide (4S,5R)-N-(tert-butoxycarbonyl)-2-(4-O-methoxyphenyl)-4-phenyl-5-oxazolidine carboxylique

: 13-O-{(4S,5R)-3-tert-butoxycarbonyl-2-(4-methoxyphenyl)-4-phenyl-5-oxazolidine}formyl-7,10-O-dibenzyloxycarbonyl-10-deacetylbaccatin III

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In toluene at 60℃; Inert atmosphere;	90%

: 28957-04-2, 28957-10-0
oridonin

: 196404-55-4
acide (4S,5R)-N-(tert-butoxycarbonyl)-2-(4-O-methoxyphenyl)-4-phenyl-5-oxazolidine carboxylique

: 3-(tert-butyl)-5-((1S,5S,6S,6aR,9S,11aS,11bS,14R)-1,5,6-trihydroxy-4,4-dimethyl-8-methylene-7-oxododecahydro-1H-6,11b-(epoxymethano)-6a,9-methanocyclohepta[a]naphthalen-14-yl)(4S,5R)-2-(4-methoxyphenyl)-4-phenyloxazolidine-3,5-dicarboxylate

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane	87%

: 196404-55-4
acide (4S,5R)-N-(tert-butoxycarbonyl)-2-(4-O-methoxyphenyl)-4-phenyl-5-oxazolidine carboxylique

: 196404-37-2
7-desacetoxy-9,10,13-tridesacetyl-9,10-O-isopropylidene baccatine VI

: C54H65NO14

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In toluene at 20℃; for 2.5h; Esterification;	86%

: 115437-21-3
7-(triethylsilyl)baccatin III

: 196404-55-4
acide (4S,5R)-N-(tert-butoxycarbonyl)-2-(4-O-methoxyphenyl)-4-phenyl-5-oxazolidine carboxylique

: 1315376-84-1
C59H75NO16Si

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In toluene at 20 - 80℃; for 2h;	82.9%

: 150930-83-9
7-deshydroxy baccatine III

: 196404-55-4
acide (4S,5R)-N-(tert-butoxycarbonyl)-2-(4-O-methoxyphenyl)-4-phenyl-5-oxazolidine carboxylique

: C53H61NO15

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In toluene at 20℃; for 5.25h; Esterification;	79%

: 1338797-58-2
N-(12-hydroxydodecanoyl)-N-deacetylcolchicine

: 196404-55-4
acide (4S,5R)-N-(tert-butoxycarbonyl)-2-(4-O-methoxyphenyl)-4-phenyl-5-oxazolidine carboxylique

: 1338797-59-3
3-tert-butyl 5-[12-oxo-12-(N-deacetylcolchicin-7-N-yl)dodecyl] (4S,5R)-2-(4-methoxyphenyl)-4-phenyl-oxazolidine-3,5-dicarboxylate

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 12h; Inert atmosphere;	73%

: C13H20O4

: 196404-55-4
acide (4S,5R)-N-(tert-butoxycarbonyl)-2-(4-O-methoxyphenyl)-4-phenyl-5-oxazolidine carboxylique

: C35H43NO9

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 25℃; for 12h;	70%

: 32981-86-5
10-deacetylbaccatin III

: 196404-55-4
acide (4S,5R)-N-(tert-butoxycarbonyl)-2-(4-O-methoxyphenyl)-4-phenyl-5-oxazolidine carboxylique

: 114915-20-7, 114977-28-5, 114977-29-6, 133577-32-9, 133577-33-0
Docetaxel

Conditions

Conditions	Yield
Multistep reaction;	59%

: 196404-55-4
acide (4S,5R)-N-(tert-butoxycarbonyl)-2-(4-O-methoxyphenyl)-4-phenyl-5-oxazolidine carboxylique

: 196404-36-1
2,9,10,13-tetradesacetyl-1,2-O-benzylidene-7-desacetoxy-9,10-O-isopropylidene baccatine IV

: C54H65NO13

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In toluene at 20℃; for 1h; Esterification;	49%

: 196404-55-4
acide (4S,5R)-N-(tert-butoxycarbonyl)-2-(4-O-methoxyphenyl)-4-phenyl-5-oxazolidine carboxylique

: 445473-96-1
Acetic acid (1R,5S,7S,8S,9R,10R,11S,12S)-7,10-diacetoxy-4-acetoxymethyl-5-hydroxy-8,12,15,15-tetramethyl-13-oxo-tricyclo[9.3.1.03,8]pentadec-3-en-9-yl ester

: 445473-98-3
(4R,5S)-2-(4-Methoxy-phenyl)-4-phenyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-((1R,5S,7S,8S,9R,10R,11S,12S)-7,9,10-triacetoxy-4-acetoxymethyl-8,12,15,15-tetramethyl-13-oxo-tricyclo[9.3.1.03,8]pentadec-3-en-5-yl) ester

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane; toluene at 75℃; for 5h;	29%

: 196404-55-4
acide (4S,5R)-N-(tert-butoxycarbonyl)-2-(4-O-methoxyphenyl)-4-phenyl-5-oxazolidine carboxylique

: 445473-97-2
Acetic acid (1R,5S,7S,8R,9S,11S,12S)-7-acetoxy-4-acetoxymethyl-5-hydroxy-8,12,15,15-tetramethyl-13-oxo-tricyclo[9.3.1.03,8]pentadec-3-en-9-yl ester

: 445473-99-4
(4R,5S)-2-(4-Methoxy-phenyl)-4-phenyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-((1R,5S,7S,8R,9S,11S,12S)-7,9-diacetoxy-4-acetoxymethyl-8,12,15,15-tetramethyl-13-oxo-tricyclo[9.3.1.03,8]pentadec-3-en-5-yl) ester

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane; toluene at 75℃; for 5h;	28%

: 196404-55-4
acide (4S,5R)-N-(tert-butoxycarbonyl)-2-(4-O-methoxyphenyl)-4-phenyl-5-oxazolidine carboxylique

: 445473-92-7
Acetic acid (1R,5S,7S,8R,9S,11S,12S)-7-acetoxy-5-hydroxy-4-hydroxymethyl-8,12,15,15-tetramethyl-13-oxo-tricyclo[9.3.1.03,8]pentadec-3-en-9-yl ester

: (4R,5S)-2-(4-Methoxy-phenyl)-4-phenyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-((1R,5S,7S,8R,9S,11S,12S)-7,9-diacetoxy-5-hydroxy-8,12,15,15-tetramethyl-13-oxo-tricyclo[9.3.1.03,8]pentadec-3-en-4-ylmethyl) ester

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane; toluene at 4℃; for 18h;	12%

: 196404-55-4
acide (4S,5R)-N-(tert-butoxycarbonyl)-2-(4-O-methoxyphenyl)-4-phenyl-5-oxazolidine carboxylique

: (2S,3R)-3-tert-Butoxycarbonylamino-2-hydroxy-3-phenyl-propionic acid (1R,5S,7S,8R,9S,11S,12S)-7,9-diacetoxy-4-acetoxymethyl-8,12,15,15-tetramethyl-13-oxo-tricyclo[9.3.1.03,8]pentadec-3-en-5-yl ester

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 28 percent / DMAP; DCC / CH2Cl2; toluene / 5 h / 75 °C 2: 58 percent / p-toluenesulfonic acid / methanol / 18 h / 23 °C View Scheme

: 196404-55-4
acide (4S,5R)-N-(tert-butoxycarbonyl)-2-(4-O-methoxyphenyl)-4-phenyl-5-oxazolidine carboxylique

: (2S,3R)-3-tert-Butoxycarbonylamino-2-hydroxy-3-phenyl-propionic acid (1R,5S,7S,8S,9R,10R,11S,12S)-7,9,10-triacetoxy-4-acetoxymethyl-8,12,15,15-tetramethyl-13-oxo-tricyclo[9.3.1.03,8]pentadec-3-en-5-yl ester

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 29 percent / DMAP; DCC / CH2Cl2; toluene / 5 h / 75 °C 2: 57 percent / p-toluenesulfonic acid / methanol / 3 h / 23 °C View Scheme

: 1338797-58-2
N-(12-hydroxydodecanoyl)-N-deacetylcolchicine

: 196404-55-4
acide (4S,5R)-N-(tert-butoxycarbonyl)-2-(4-O-methoxyphenyl)-4-phenyl-5-oxazolidine carboxylique

: 1338797-60-6
(2R,3S)-N-(tert-butoxycarbonyl)phenylisoserine 12-oxo-12-(N-deacetylcolchicin-7-N-yl)dodecyl ester

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 12 h / 20 °C / Inert atmosphere 2: toluene-4-sulfonic acid / methanol / 2.5 h / 20 °C View Scheme

: 1531632-18-4
7-methoxyformyl-10-methoxy baccatin III

: 196404-55-4
acide (4S,5R)-N-(tert-butoxycarbonyl)-2-(4-O-methoxyphenyl)-4-phenyl-5-oxazolidine carboxylique

: C54H63NO17

Conditions

Conditions	Yield
With dmap; toluene-4-sulfonic acid; dicyclohexyl-carbodiimide In dichloromethane at 20℃; Inert atmosphere;

: 1531632-18-4
7-methoxyformyl-10-methoxy baccatin III

: 196404-55-4
acide (4S,5R)-N-(tert-butoxycarbonyl)-2-(4-O-methoxyphenyl)-4-phenyl-5-oxazolidine carboxylique

: 1531631-54-5
C46H57NO16

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: dicyclohexyl-carbodiimide; dmap; toluene-4-sulfonic acid / dichloromethane / 20 °C / Inert atmosphere 2: acetyl chloride / tetrahydrofuran; methanol / 2 h / 0 °C / Inert atmosphere View Scheme

(4S,5R)-3-tert-Butoxycarbony-2-(4-anisyl)-4-phenyl-5-oxazolidinecarboxylic acid 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

Product Name

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

Synthetic route

(4S,5R)-3-tert-Butoxycarbony-2-(4-anisyl)-4-phenyl-5-oxazolidinecarboxylic acid Specification

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