ChemicalBook > CAS DataBase List > (4S,5R)-3-tert-butoxycarbony-2-(4-anisy)-4-phenyl-5-oxazolidinecarboxylic acid

(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
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(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
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Safety

Safety Statements 
24/25
HS Code 
29349990
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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.

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N-Bromosuccinimide Price

TRC
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
TRC
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
TRC
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
Frontier Specialty Chemicals
Product number
JK1167603
Product name
(4S,5R)-3-(tert-Butoxycarbonyl)-2-(4-methoxyphenyl)-4-phenyl-1,3-oxazolidine-5-carboxylicacid
Packaging
1g
Price
$38
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB33371
Product name
(4S,5R)-3-tert-Butoxycarbony-2-(4-anisyl)-4-phenyl-5-oxazolidine carboxylic acid
Packaging
5G
Price
$75
Updated
2021/12/16
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(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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(4S,5R)-3-tert-butoxycarbony-2-(4-anisy)-4-phenyl-5-oxazolidinecarboxylic acid Suppliers

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View Lastest Price from (4S,5R)-3-tert-butoxycarbony-2-(4-anisy)-4-phenyl-5-oxazolidinecarboxylic acid manufacturers

Hefei Lbao Physical & Chemical Science Co.,Ltd
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
WUHAN FORTUNA CHEMICAL CO., LTD
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
WUHAN FORTUNA CHEMICAL CO., LTD
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

196404-55-4, (4S,5R)-3-tert-butoxycarbony-2-(4-anisy)-4-phenyl-5-oxazolidinecarboxylic acid Related Search:

Docetaxel Metabolite M4 7-{[(2,2,2,-TRICHLOROETHYL)OXY]CARBONYL} BACCATIN III 2',3'-O,N-[(S)-(p-Methoxybenzylidene)]-7-O-(triethylsilyl)paclitaxel Deacetyltaxol 7-O-(TRIETHYLSILYL) BACCATIN III 7,10-Dimethoxy-10-DAB III (4S,5R)-2,4-diphenyl-4,5-dihydrooxazole-5-carboxylic acid Cabazitaxel Docetaxel intermediate 10-Deacetylbaccatin III Paclitaxel Cabazitaxel N-1 (4S,5R)-3-Benzoyl-2-(4-methoxyphenyl)-4-phenyl-5-oxazolidinecarboxylic acid Docetaxel 10-Oxo Docetaxel 2-Debenzoyl-2-pentenoyl Docetaxel (2S,4S,5R)-3-Boc-2-(4-methoxyphenyl)-4-phenyloxazolidine-5-carboxylic Acid Docetaxel Impurity 5

  • (4R,5R)-3-(2,2-Dimethylpropanoyl)-2-(4-methoxyphenyl)-4-phenyl-1,3-oxazolidine-5-carboxylic acid
  • (4S,5R)-3-tert-butoxycarbony-2-(4-anisyl)--phenyl-5-oxazolidinecarboxylic acid
  • (4S,5R)-2-(4-methoxyphenyl)-4-phenyl-3,5-Oxazolidinedicarboxylic acid 3-(1,1-dimethylethyl)ester
  • side chain of docetaxel
  • (4S,5R)-3-tert-butoxycarbony-2-(4-anisy)-4-phenyl-5-oxazolidinecarboxylic acid
  • (4S,5R)-2-(4-Methoxyphenyl)-4-phenyl-3,5-oxazolidinedicarboxylic acid 3-tert-butyl ester
  • (4S,5R)-3-tert-Butoxycarbony-2-(4-anisyl)-4-phenyl-5-oxazolidinecarboxylic acid
  • (4S,5R)-2-(4-Methoxy-phenyl)-3-N-Boc-4-phenyl-3,5-oxazolidine carboxylic acid
  • (4S,5R)-2-(4-Methoxyphenyl)-N-t-boc-4-phenyl-oxazolidine-5-carboxylic acid
  • (4S,5R)-3-(tert-Butoxycarbonyl)-2-(4-Methoxyphenyl)-4-phenyloxazolidine-5-carboxylic acid
  • Docetaxel intermedaite
  • (4S,5R)-3-tert-butoxycarbony-2-(4-anisyl)-4-phenyl-5-oxazolidinercarboxylicacid
  • (4S,5R)-3-(tert-Butoxycarbonyl)-2-(4-Methoxyphenyl)-4-phenyl-1,3-oxazolidine-5-carboxylic acid
  • Said chain of Docetaxel
  • (4S,5R)-2-(4-methoxyphenyl)-3-[(2-methylpropan-2-yl)oxycarbonyl]-4-phenyl-1,3-oxazolidine-5-carboxylic acid
  • 3-tert-Butoxycarbony-2-(4-anisyl)-4-phenyl-5-oxazolidinecarboxylic acid
  • Docetaxel Side Chain：(4S,5R)-2-(4-Methoxyphenyl)-4-phenyl-3,5-oxazolidinedicarboxylic acid 3-tert-butyl ester
  • (4S,5R)-3-(tert-Butoxycarbonyl)-2-(4-methoxyphenyl)-4-phenyl-1,3-oxazolidine-5-carboxylic acid, 98.5%
  • 3,5-Oxazolidinedicarboxylic acid, 2-(4-methoxyphenyl)-4-phenyl-, 3-(1,1-dimethylethyl) ester, (4S,5R)-
  • (4S,5R)-3-tert-butoxycarbony-2-(4-anisy)-4-phenyl-5-oxazolidinecarboxylic acid ISO 9001：2015 REACH
  • (4S,5R)-3-tert-Butoxycarbonyl-2-(4-anisyl)-4-phenyl-5-oxazolidinecarboxylic acid
  • 5R)-3-tert-butoxycarbony-2-(4-anisy)-4-phenyl-5-oxazolidinecarboxylic acid
  • (4S,5R)-3-(tert-butoxycarbonyl)-2-(4-methoxyphenyl)-4-phenyl...
  • 196404-55-4 (4S,5R)-3-tert-butoxycarbony-2-(4-anisy)-4-phenyl-5-oxazolidinecarboxylic acid
  • 3-(1,1-Dimethylethyl) hydrogen (4S,5R)-2-(4-methoxyphenyl)-4-phenyl-3,5-oxazolidinedicarboxylate
  • (4S,5R)-3-tert-butoxycarbony-2-(4-anisy)-4-phenyl-5-oxazolidinecarboxylic acid, 10 mM in DMSO
  • (4S,5R)-3-(tert-Butoxy)-2-(4-methoxyphenyl)-4-phenyl-5-oxazolidinecarboxylicacid
  • Duoxi Purple Shirt Alcohol Side Chain
  • (4S,5R)-3-(tert-Butoxycarbonyl)-2-(4-methoxyphenyl)-4-phenyloxazolidine-5-carboxylic acid - [B90020]
  • 3-(tert-Butyl) hydrogen (4S,5R)-2-(4-methoxy-phenyl)-4-phenyl-3,5-oxazolidinedicarboxylate
  • 196404-55-4
  • API