(4S,5R)-3-tert-butoxycarbony-2-(4-anisy)-4-phenyl-5-oxazolidinecarboxylic acid
- Product Name
- (4S,5R)-3-tert-butoxycarbony-2-(4-anisy)-4-phenyl-5-oxazolidinecarboxylic acid
- CAS No.
- 196404-55-4
- Chemical Name
- (4S,5R)-3-tert-butoxycarbony-2-(4-anisy)-4-phenyl-5-oxazolidinecarboxylic acid
- Synonyms
- Docetaxel intermedaite;side chain of docetaxel;Said chain of Docetaxel;Duoxi Purple Shirt Alcohol Side Chain;(4S,5R)-3-(tert-butoxycarbonyl)-2-(4-methoxyphenyl)-4-phenyl...;3-tert-Butoxycarbony-2-(4-anisyl)-4-phenyl-5-oxazolidinecarboxylic acid;(4S,5R)-2-(4-Methoxyphenyl)-N-t-boc-4-phenyl-oxazolidine-5-carboxylic acid;5R)-3-tert-butoxycarbony-2-(4-anisy)-4-phenyl-5-oxazolidinecarboxylic acid;(4S,5R)-2-(4-Methoxy-phenyl)-3-N-Boc-4-phenyl-3,5-oxazolidine carboxylic acid;(4S,5R)-3-tert-butoxycarbony-2-(4-anisy)-4-phenyl-5-oxazolidinecarboxylic acid
- CBNumber
- CB8946995
- Molecular Formula
- C22H25NO6
- Formula Weight
- 399.44
- MOL File
- 196404-55-4.mol
(4S,5R)-3-tert-butoxycarbony-2-(4-anisy)-4-phenyl-5-oxazolidinecarboxylic acid Property
- Melting point:
- 134-138℃
- Boiling point:
- 573.8±50.0 °C(Predicted)
- Density
- 1.238
- storage temp.
- 2-8°C
- pka
- 2.99±0.60(Predicted)
- Appearance
- White to off-white Solid
- InChI
- InChI=1S/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
- InChIKey
- MSVWUXLRSKRKFZ-PAMZHZACSA-N
- SMILES
- O1[C@@H](C(O)=O)[C@H](C2=CC=CC=C2)N(C(OC(C)(C)C)=O)C1C1=CC=C(OC)C=C1
Safety
- Safety Statements
- 24/25
- HS Code
- 29349990
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H332Harmful if inhaled
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- B689800
- Product name
- (4S,5R)-3-tert-Butoxycarbony-2-(4-anisyl)-4-phenyl-5-oxazolidineCarboxylicAcid
- Packaging
- 100mg
- Price
- $140
- Updated
- 2021/12/16
- Product number
- B689800
- Product name
- (4S,5R)-3-tert-Butoxycarbony-2-(4-anisyl)-4-phenyl-5-oxazolidineCarboxylicAcid
- Packaging
- 250mg
- Price
- $195
- Updated
- 2021/12/16
- Product number
- B689800
- Product name
- (4S,5R)-3-tert-Butoxycarbony-2-(4-anisyl)-4-phenyl-5-oxazolidineCarboxylicAcid
- Packaging
- 500mg
- Price
- $305
- Updated
- 2021/12/16
- Product number
- FB33371
- Product name
- (4S,5R)-3-tert-Butoxycarbony-2-(4-anisyl)-4-phenyl-5-oxazolidine carboxylic acid
- Packaging
- 100g
- Price
- $500
- Updated
- 2021/12/16
- Product number
- CCH0031670
- Product name
- (4S,5R)-3-TERT-BUTOXYCARBONY-2-(4-ANISYL)-4-PHENYL-5-OXAZOLIDINECARBOXYLIC ACID
- Purity
- 95.00%
- Packaging
- 5MG
- Price
- $501.3
- Updated
- 2021/12/16
(4S,5R)-3-tert-butoxycarbony-2-(4-anisy)-4-phenyl-5-oxazolidinecarboxylic acid Chemical Properties,Usage,Production
Chemical Properties
White solid
Uses
(4S,5R)-3-tert-Butoxycarbony-2-(4-anisyl)-4-phenyl-5-oxazolidine carboxylic acid is an intermediate/impurity for docetaxel hydrate (D494420). It can also be used to synthesize quinoline-docetaxel analogues which exhibit anticancer activity.
Synthesis
1531632-32-2
196404-55-4
The (4S,5R)-3-(tert-butoxycarbonyl)-2-(4-methoxyphenyl)-4-phenyloxazolidine-5-carboxylic acid precursor obtained in the previous step (4.83 g, 9.88 mmol) was dissolved in 10 mL of methanol and 1.0 g of palladium hydroxide was added as a catalyst. Hydrogen was introduced into the reaction system at room temperature (pressure maintained at 20 psi) and the reaction was carried out for 1 h, during which the progress of the reaction was monitored by thin layer chromatography (TLC). Upon completion of the reaction, the reaction mixture was filtered to remove the catalyst, and the filtrate was concentrated under reduced pressure and purified by column chromatography (eluent ratio of petroleum ether/ethyl acetate = 5:1) to afford (4S,5R)-3-(tert-butoxycarbonyl)-2-(4-methoxyphenyl)-4-phenyl-oxazolidine-5-carboxylic acid as a white solid (2.68 g, 67.9% yield).
References
[1] Patent: US2016/340365, 2016, A1. Location in patent: Paragraph 0140; 0141
[2] Patent: US2016/297784, 2016, A1. Location in patent: Paragraph 0149; 0164; 0165
[3] Bioorganic and Medicinal Chemistry, 2014, vol. 22, # 1, p. 194 - 203
(4S,5R)-3-tert-butoxycarbony-2-(4-anisy)-4-phenyl-5-oxazolidinecarboxylic acid Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from (4S,5R)-3-tert-butoxycarbony-2-(4-anisy)-4-phenyl-5-oxazolidinecarboxylic acid manufacturers
- Product
- (4S,5R)-3-tert-butoxycarbony-2-(4-anisy)-4-phenyl-5-oxazolidinecarboxylic acid 196404-55-4
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- Customise
- Release date
- 2025-11-19
- Product
- Docetaxel Side Chain 196404-55-4
- Price
- US $0.00/g
- Min. Order
- 1g
- Purity
- 98%min HPLC
- Supply Ability
- 10000G
- Release date
- 2021-08-18
- Product
- (4S,5R)-3-tert-butoxycarbony-2-(4-anisy)-4-phenyl-5-oxazolidinecarboxylic acid 196404-55-4
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 99%min
- Supply Ability
- 10kg
- Release date
- 2021-10-21