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132201-33-3

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132201-33-3 Usage

Description

N-Benzoyl-(2R,3S)-3-phenylisoserine is a chiral compound that serves as an intermediate in the synthesis of potent anticancer drug Paclitaxel. It is characterized by its unique (2R,3S) stereochemistry and the presence of a benzoyl group, which contributes to its biological activity. N-Benzoyl-(2R,3S)-3-phenylisoserine exhibits cytotoxic, antiviral, and immunomodulatory properties, making it a valuable component in the development of cancer therapeutics.

Uses

Used in Pharmaceutical Industry:
N-Benzoyl-(2R,3S)-3-phenylisoserine is used as an intermediate in the preparation of the potent anticancer drug Paclitaxel for studying the location of binding sites. Its presence as a chiral side chain is essential for the biological activity of taxol, one of the most promising anticancer agents being investigated.
Used in Anticancer Research:
N-Benzoyl-(2R,3S)-3-phenylisoserine is used as a key component in the synthesis of taxanes, which are a class of natural products with significant anticancer properties. The challenging synthesis of taxol has stimulated interest in the attachment of the C-13 side chain to naturally derived taxanes like baccatin III, enhancing their therapeutic potential.
Used in Cytotoxic, Antiviral, and Immunomodulatory Applications:
N-Benzoyl-(2R,3S)-3-phenylisoserine exhibits cytotoxic, antiviral, and immunomodulatory activity, making it a valuable compound for the development of therapeutic agents targeting various diseases, including cancer and viral infections. Its unique properties contribute to its potential use in the creation of novel drugs and treatments.

Check Digit Verification of cas no

The CAS Registry Mumber 132201-33-3 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,3,2,2,0 and 1 respectively; the second part has 2 digits, 3 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 132201-33:
(8*1)+(7*3)+(6*2)+(5*2)+(4*0)+(3*1)+(2*3)+(1*3)=63
63 % 10 = 3
So 132201-33-3 is a valid CAS Registry Number.
InChI:InChI=1/C16H15NO4/c18-14(16(20)21)13(11-7-3-1-4-8-11)17-15(19)12-9-5-2-6-10-12/h1-10,13-14,18H,(H,17,19)(H,20,21)/t13-,14+/m0/s1

132201-33-3 Well-known Company Product Price

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  • Aldrich

  • (444375)  N-Benzoyl-(2R,3S)-3-phenylisoserine  98%

  • 132201-33-3

  • 444375-500MG

  • 3,159.00CNY

  • Detail

132201-33-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name (2R,3S)-N-Benzoyl-3-phenyl Isoserine

1.2 Other means of identification

Product number -
Other names (2R,3S)-3-benzamido-2-hydroxy-3-phenylpropanoic acid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:132201-33-3 SDS

132201-33-3Downstream Products

132201-33-3Relevant articles and documents

1,3-Dipolar cycloadditions of carbonyl ylides to aldimines: A three-component approach to syn-α-hydroxy-β-amino esters

Torssell, Staffan,Kienle, Marcel,Somfai, Peter

, p. 3096 - 3099 (2005)

(Chemical Equation Presented) A highly diastereoselective Rh II-catalyzed 1,3-dipolar cycloaddition leads to the formation of syn-β-amino alcohols and syn-α-hydroxy-β-amino acids in high yields (see scheme; p-TSA = poro-toluenesulfonic acid, Bn = benzyl). This three-component approach to the addition of metal-associated carbonyl ylides to aldimines was applied to a short enantioselective synthesis of the C13 side chain of taxol.

Synthesis and biological activity of C-7, C-9 and C-10 modified taxane analogues from 1-deoxybaccatin VI

Cui, Yongmei,Li, Lanlan,Lin, Haixia,Liu, Hongchun,Xie, Chenghu,Zhang, Minmin

, (2020)

A series of C-7, C-9 and C-10 modified taxane analogues were synthesized and their in vitro anticancer activities against three human cancer cell lines: A-549 (human lung cancer cell line), MDA-MB-231 (human breast cancer cell line), A-549/T (human lung c

N-benzoyl phenylisoserine derivative as well as synthesis method and application thereof

-

Paragraph 0116-0119, (2019/09/14)

The invention discloses an N-benzoyl phenylisoserine derivative and a synthesis method thereof. N-benzoyl phenylimine, a diazo compound and isopropyl aldehyde are taken as raw materials, a molecular sieve is taken as a water absorbing agent, rhodium aceta

Chiral Manganese Aminopyridine Complexes: the Versatile Catalysts of Chemo- and Stereoselective Oxidations with H2O2

Ottenbacher, Roman V.,Talsi, Evgenii P.,Bryliakov, Konstantin P.

, p. 78 - 90 (2017/10/06)

In the last decade, manganese(II) complexes with N-donor tetradentate aminopyridine ligands emerged as efficient catalysts of enantioselective epoxidation of olefins and direct selective oxidation of C?H groups in complex organic molecules, with environmentally benign oxidant hydrogen peroxide. In this personal account, we summarize the progress of these catalysts with regard to ligands design, structure-reactivity correlations, evaluation of the substrate scope, as well as mechanistic studies, shedding light on the nature of active sites and the mechanisms of selective oxygenations. Several practically promising catalytic syntheses with the aid of Mn aminopyridine catalysts are exemplified.

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