CAS 32981-85-4

(2R,3S)-N-Benzoyl-3-phenylisoserine methyl ester

Description:

(2R,3S)-N-Benzoyl-3-phenylisoserine methyl ester is a chemical compound characterized by its specific stereochemistry and functional groups. It features a benzoyl group, which is a carbonyl group attached to a phenyl ring, indicating its potential for interactions typical of aromatic compounds. The presence of the isoserine moiety suggests that it has both amino and hydroxyl functional groups, contributing to its potential solubility in polar solvents. The methyl ester functionality indicates that the carboxylic acid group of isoserine is esterified, which can enhance lipophilicity and influence its reactivity. This compound may exhibit biological activity due to its structural resemblance to amino acids, making it of interest in pharmaceutical chemistry. Its stereochemistry, denoted by the (2R,3S) configuration, is crucial for its biological interactions, as the spatial arrangement of atoms can significantly affect the compound's properties and behavior in biological systems. Overall, this compound's unique structure positions it as a potentially valuable molecule in medicinal chemistry and related fields.

Formula: C₁₇H₁₇NO₄

InChI: InChI=1S/C17H17NO4/c1-22-17(21)15(19)14(12-8-4-2-5-9-12)18-16(20)13-10-6-3-7-11-13/h2-11,14-15,19H,1H3,(H,18,20)/t14-,15+/m0/s1

InChI key: InChIKey=UYJLJICUXJPKTB-LSDHHAIUSA-N

SMILES: [C@@H](NC(=O)C1=CC=CC=C1)([C@H](C(OC)=O)O)C2=CC=CC=C2

Synonyms:

• (2R,3S)-1-benzoyl-2-hydroxy-3-aminophenylpionic acid ester
• (2R,3S)-Methyl 3-benzoylamino-2-hydroxy-3-phenylpropanoate
• (2R,3S)-N-Benzoyl-3-phenylisoserine methyl ester
• Benzenepropanoic acid, β-(benzoylamino)-α-hydroxy-, methyl ester, (αR,βS)-
• Benzenepropanoic acid, β-(benzoylamino)-α-hydroxy-, methyl ester, [R-(R*,S*)]-
• Isoserine, N-benzoyl-3-phenyl-, methyl ester, (2R,3S)-
• Lkt-T 0104
• Methyl (-)-(2R,3S)-3-benzoylamino-2-hydroxy-3-phenylpropionate
• Methyl(2R,3S)-3-(benzoylamino)-2-hydroxy-3-phenylpropanoale
• Methyl(2R,3S)-N-benzoylphenylisoserinate
• Methyl-(2R,3S)-N-Benzoyl-3-Phenylisos
• N-Benzoyl-3-Phenyl isoserine methyl ester
• Paclitaxel Side Chain No.4
• methyl (2R,3S)-3-(benzoylamino)-2-hydroxy-3-phenylpropanoate
• methyl (2R,3S)-3-benzamido-2-hydro-3-phenylpropionate

Methyl (2R,3S)-3-benzamido-2-hydroxy-3-phenylpropionate, 98%

CAS: 32981-85-4

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Sci

Formula: C₁₇H₁₇NO₄

Purity: 98%

Molecular weight: 299.33

Ref: 02-H61641

Benzenepropanoic acid, b-(benzoylamino)-a-hydroxy-, methyl ester,(aR,bS)-

CAS: 32981-85-4

Formula: C₁₇H₁₇NO₄

Purity: 98%

Color and Shape: Solid

Molecular weight: 299.3212

Ref: IN-DA00I6BS

Bz-RS-ISer(3-Ph)-Ome

CAS: 32981-85-4

Bz-RS-ISer(3-Ph)-Ome

Purity: ≥98%

Molecular weight: 299.32g/mol

Ref: 54-BUP17991

(2R,3S)-N-Benzoyl-3-phenylisoserine methyl ester

CAS: 32981-85-4

(2R,3S)-N-Benzoyl-3-phenylisoserine methyl ester

Purity: 98%

Molecular weight: 299.32g/mol

Ref: 54-OR315016

Methyl (2R,3S)-3-(benzoylamino)-2-hydroxy-3-phenylpropanoate

CAS: 32981-85-4

Formula: C₁₇H₁₇NO₄

Molecular weight: 299.33

Ref: 7W-GY0500

Methyl (2R,3S)-3-Benzamido-2-hydroxy-3-phenylpropanoate

Controlled Product

CAS: 32981-85-4

Formula: C₁₇H₁₇NO₄

Color and Shape: Neat

Molecular weight: 299.32

Ref: 86-MM1489.09

Methyl (2R,3S)-3-(benzoylamino)-2-hydroxy-3-phenylpropanoate

CAS: 32981-85-4

Formula: C₁₇H₁₇NO₄

Purity: 95%~99%

Molecular weight: 299.326

Ref: BP-BP4346

Bz-RS-ISer(3-Ph)-Ome

CAS: 32981-85-4

Bz-RS-ISer(3-Ph)-Ome (Methyl (2R,3S)-3-(benzoylamino)-2-hydroxy-3-phenylpropanoate) is a paclitaxel derivative that inhibits the HSV replication cycle.

Formula: C₁₇H₁₇NO₄

Purity: 99.36% - 99.89%

Color and Shape: White Crystal

Molecular weight: 299.32

Ref: TM-T7055

Paclitaxel Impurity 11

CAS: 32981-85-4

Formula: C₁₇H₁₇NO₄

Molecular weight: 299.33

Ref: 4Z-P-2850

(2R,3S)-N-Benzoyl-3-phenyl Isoserine Methyl Ester

Controlled Product

CAS: 32981-85-4

Applications (2R,3S)-N-Benzoyl-3-phenyl Isoserine Methyl Ester is an intermediate in the preparation of potent anticancer drug Paclitaxel (P132500) used to study the location of the binding sites.
References Paal, K. et al.: Bioorg. Med. Chem., 15, 1323 (2007); Krawczyk, E. et al.: J. Pharm. Pharmacol., 57, 791 (2005);

Formula: C₁₇H₁₇NO₄

Color and Shape: Off White Powder

Molecular weight: 299.32

Ref: TR-B208560

Methyl (2R,3S)-N-benzoyl-3-phenylisoserine

CAS: 32981-85-4

Methyl (2R,3S)-N-benzoyl-3-phenylisoserine is a potent anticancer drug that inhibits the growth of tumor cells. It has been shown to be effective against breast cancer and prostate cancer cell lines and is currently being tested in clinical trials for its antitumor activity. Methyl (2R,3S)-N-benzoyl-3-phenylisoserine has been shown to induce apoptosis in a number of tumor cell lines and may function by increasing the intracellular level of reactive oxygen species. This drug also binds to microtubules, which are essential for the mitotic spindle assembly checkpoint that prevents cells from entering mitosis until all chromosomes are properly aligned at the metaphase plate.
Methyl (2R,3S)-N-benzoyl-3-phenylisoserine belongs to the group of taxane drugs and was first isolated from Taxus brevif

Formula: C₁₇H₁₇NO₄

Purity: Min. 95%

Color and Shape: White/Off-White Solid

Molecular weight: 299.32 g/mol

Ref: 3D-FM32203

(2R,3S)-Methyl 3-benzamido-2-hydroxy-3-phenylpropanoate

CAS: 32981-85-4

Formula: C₁₇H₁₇NO₄

Purity: ≥98%

Molecular weight: 299.326

Ref: 10-F213091

Paclitaxel Impurity 54

CAS: 32981-85-4

Formula: C₁₇H₁₇NO₄

Molecular weight: 299.33

Ref: ST-EA-CP-P36033