Paclitaxel EP Impurity I

Product Name: Paclitaxel EP Impurity I
CAS No.: 2157462-42-3
Chemical Name: Paclitaxel EP Impurity I
Synonyms: Paclitaxel Impurity 66;Paclitaxel EP Impurity I;10, 13-Bilateral chain paclitaxel;Paclitaxel Impurity 10（Paclitaxel EP Impurity I）;Paclitaxel EP Impurity I (Paclitaxel 10,13-Bis Side Chain);Paclitaxel EP Impurity I 10-O-[(2R,3S)-3-(benzoylamino)-2-hydroxy-3- phenylpropanoyl]-10-O-deacetylpaclitaxel;Paclitaxel EP Impurity IQ: What is Paclitaxel EP Impurity I Q: What is the CAS Number of Paclitaxel EP Impurity I;(2R,2'R,3S,3'S)-(2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-12b-acetoxy-12-(benzoyloxy)-4,11-dihydroxy-4a,8,13,13-tetramethyl-5-oxo-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-1H-7,11-methanocyclodeca[3,4]b;Paclitaxel impurity 12/Paclitaxel EP Impurity I/Paclitaxel 10,13-Bis Side Chain/(2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-12b-Acetoxy-12-(benzoyloxy)-4,11-dihydroxy-4a,8,13,13-tetramethyl-5-oxo-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-1H-7,11-methanocyclod;(2R,2'R,3S,3'S)-(2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-12b-acetoxy-12-(benzoyloxy)-4,11-dihydroxy-4a,8,13,13-tetramethyl-5-oxo-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-1H-7,11-methanocyclodeca[3,4]benzo[1,2-b]oxete-6,9-diyl bis(3-benzamido-2-hydroxy-3-phenylpropanoate)
CBNumber: CB23359857
Molecular Formula: C61H62N2O16
Formula Weight: 1079.17
MOL File: 2157462-42-3.mol

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Paclitaxel EP Impurity I Property

Density: 1.42±0.1 g/cm3(Predicted)
solubility: Chloroform (Slightly), Methanol (Slightly)
pka: 11.78±0.20(Predicted)
form: Solid
color: White to Off-White
InChIKey: MMFNPTUBULOFLH-KGGHKIQSNA-N

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TRC

Product number: B207800
Product name: 10-O-[(2R,3S)-3-(Benzoylamino)-2-hydroxy-3-phenylpropanoyl]-10-O-deacetylpaclitaxel
Packaging: 1mg
Price: $250
Updated: 2021/12/16

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Paclitaxel EP Impurity I Chemical Properties,Usage,Production

Uses

10-O-[(2R,3S)-3-(Benzoylamino)-2-hydroxy-3-phenylpropanoyl]-10-O-deacetylpaclitaxel is an impurity in the synthesis of Paclitaxel (P132500), an antineoplastic. Used in the study of structure and function of microtubles into tubulin. Paclitaxel is now used to treat patients with lung, ovarian, breast cancer, head and neck cancer, and advanced forms of Kaposi's sarcoma.

Synthesis

A method for the preparation of paclitaxel EP impurity I, comprising the steps of:

(1) 10-Dab (5 g, 9.2 mmol) was dissolved in DMF (20 ml), 2-methylimidazole (2.5 g, 30.5 mmol) was added, stirred in a low-temperature bath (10 ), protected by nitrogen, and triethylchlorosilane (1.5 ml, 9 mmol) was added dropwise, and the reaction was carried out for 0.5 h. After 0.5 h, the reaction liquid was extracted by adding water and methylene chloride, and the organic phase was concentrated to obtain 14.8g of intermediate, the yield was 79.2%;

(2) Intermediate 1 (4 g, 6.1 mmol) was dissolved in toluene (40 ml), paclitaxel side chain acid (6.4 g, 24 mmol), 4-dimethylaminopyridine (0.8 g, 6.5 mmol) and N,N’-dicyclohexylcarbamoyl imide (8.1 g, 39.3 mmol), and the reaction was stirred in a low-temperature bath (15 ) for 3h. After that, the reaction solution was extracted and filtered, and the filtrate was concentrated to give 26.0 g of intermediate in 84.3% yield;

(3) Intermediate 2 (6g, 5.1mmol) was dissolved in tetrahydrofuran (60ml) and methanol (60ml), stirred in a cold water bath (10 ), hydrochloric acid (1 mol/L, 30ml) was added dropwise, and after 10h reaction, saturated sodium bicarbonate solution (60ml) was added dropwise, and warmed up to 25 and reacted for 5h, and the reaction solution was extracted by adding water and methylene chloride, and the organic phase was concentrated. The organic phase was concentrated and purified by column chromatography, eluted with mobile phase (dichloromethane:methanol=100:1, V/V) to obtain paclitaxel EP impurity I 4.6g in 83.3% yield.

Paclitaxel EP Impurity I Preparation Products And Raw materials

Raw materials

Preparation Products

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Paclitaxel EP Impurity I Suppliers

China 52 India 3 United States 2 Global 57

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2157462-42-3, Paclitaxel EP Impurity IRelated Search:

Paclitaxel Baccatine III Benzenepropanoic acid, α-hydroxy-β-[[(3E)-1-oxo-3-hexen-1-yl]amino]-, (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-6,12b-bis(acetyloxy)-12-(benzoyloxy)-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-4,11-dihydroxy-4a,8,13,13-tetramethyl-5-oxo-7,11-methano-1H-cyclodeca[3,4]benz[1,2-b]oxet-9-yl ester, (αR,βS)- PACLITAXEL-D5 XYLOTAXOL, 7-(RG) 4-[Tetrahydro-4-[(4-hydroxy-3-methoxyphenyl)methyl]-3-hydroxymethylfuran-2-yl]-1,2-benzenediol 10-Deacetyl Paclitaxel Ethyl Analogue 6,10-Methanobenzocyclodecene,1,2,4a,5,6,7,8,11,12,12a-decahydro-4,9,12a,13,13-pentamethyl-, (4aS,6S,12aS)- 2-Debenzoyl Paclitaxel 2-Pentanoate NDCWHEDPSFRTDA-NZSUPHSRSA-N 7-EPI-CEPHALOMANNINE Deacetyltaxol Iso CephaloMannine Camphor benzalkonium methosulfate 7-O-(Triethylsilyl) Paclitaxel PACLITAXEL C Paclitaxel IMpurity O 4-[(1E,3S,5Z,8R/S,10S)-3,11-Bis-{[tert-butyl(dimethyl)silyl]oxy}-2,6,10-trimethyl-8-(phenylsulfonyl)undeca-1,5-dienyl]-2-methyl-1,3-thiazole

Paclitaxel EP Impurity I

Paclitaxel Impurity 10（Paclitaxel EP Impurity I）

Paclitaxel EP Impurity I (Paclitaxel 10,13-Bis Side Chain)

Paclitaxel EP Impurity I 10-O-[(2R,3S)-3-(benzoylamino)-2-hydroxy-3- phenylpropanoyl]-10-O-deacetylpaclitaxel

Paclitaxel impurity 12/Paclitaxel EP Impurity I/Paclitaxel 10,13-Bis Side Chain/(2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-12b-Acetoxy-12-(benzoyloxy)-4,11-dihydroxy-4a,8,13,13-tetramethyl-5-oxo-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-1H-7,11-methanocyclod

Benzenepropanoic acid, β-(benzoylamino)-α-hydroxy-, 1,1'-[(2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-12b-(acetyloxy)-12-(benzoyloxy)-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-4,11-dihydroxy-4a,8,13,13-tetramethyl-5-oxo-7,11-methano-1H-cyclodeca[3,4]benz[1,2-b]oxete-6,9-diyl] ester, (αR,α'R,βS,β'S)-

Paclitaxel Impurity 66

Paclitaxel EP Impurity IQ: What is Paclitaxel EP Impurity I Q: What is the CAS Number of Paclitaxel EP Impurity I

(2R,2'R,3S,3'S)-(2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-12b-Acetoxy-12-(benzoyloxy)-4,11-dihydroxy-4a,8,13,13-tetramethyl-5-oxo-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-1H-7,11-methanocyclodeca[3,4]benzo[1,2-b]oxete-6,9-diyl bis(3-benzamido-2-hydroxy-3-phenylpropanoate) (Paclitaxel Impurity)

10, 13-Bilateral chain paclitaxel

(2R,2'R,3S,3'S)-(2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-12b-acetoxy-12-(benzoyloxy)-4,11-dihydroxy-4a,8,13,13-tetramethyl-5-oxo-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-1H-7,11-methanocyclodeca[3,4]b

(2R,2'R,3S,3'S)-(2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-12b-acetoxy-12-(benzoyloxy)-4,11-dihydroxy-4a,8,13,13-tetramethyl-5-oxo-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-1H-7,11-methanocyclodeca[3,4]benzo[1,2-b]oxete-6,9-diyl bis(3-benzamido-2-hydroxy-3-phenylpropanoate)

2157462-42-3

C61H62N2O16