N-BENZOYL-(2R,3S)-3-PHENYLISOSERINE

CAS No.
132201-33-3
CCD No.
CCD00119178
Formula
C16 H15 N O4
MolWeight
285.297

Basic Information

Product Name: N-BENZOYL-(2R,3S)-3-PHENYLISOSERINE
CAS: 132201-33-3
English Synonyms: (2R,3S)-N-BENZOYL-3-PHENYLISOSERINE ; (2R,3S)-3-BENZOYLAMINO-2-HYDROXY-3-PHENYLPROPIONIC ACID ; SIDE CHAINS OF PACLITAXEL-4 ; (2R,3S)-3-BENZOYLAMINO-2-HYDROXY-3-PHENYLPROPANOIC ACID ; METHYL(2R,3S)-3-(BENZOYLAMINO)-2-HYDROXY-3-PHENYLPROPANOALE ; N-BENZOYL-(2R,3S)-3-PHENYLISOSERINE ; N-BENZOYL-(2R,3S)-3-AMINO-2-HYDROXY-3-PHENYL-PROPANOIC ACID ; N-BENZOYL-(2R,3S)-3-AMINO-2-HYDROXY-3-PHENYL-PROPIONIC ACID ; (2R,3S)-3-BENZAMIDO-2-HYDROXY-3-PHENYLPROPANOIC ACID
MDL Number.: MFCD00274633
H bond acceptor: 5
H bond donor: 3
Smile: c1ccc(cc1)[C@@H]([C@H](C(=O)O)O)NC(=O)c2ccccc2
InChi: InChI=1S/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
InChiKey: InChIKey=HYJVYOWKYPNSTK-UONOGXRCSA-N

Property

Melting Point: 169-172 DEG C(LIT)
Comments: APPLICATION: THE PRESENCE OF THIS CHIRAL SIDE CHAIN HAS PROVEN TO BE ESSENTIAL FOR THE BIOLOGICAL ACTIVITY OF TAXOL, ONE OF THE MOST PROMISING ANTICANCER AGENTS BEING INVESTIGATED. THE CHALLENGING SYNTHESIS OF TAXOL HAS STIMULATED INTEREST IN THE ATTACHMENT OF THE C-13 SIDE CHAIN TO NATURALLY DERIVED TAXANES LIKE BACCATIN III
OPTICAL ACTIVITY: [ALPHA]20/D -40 DEG, C = 1.0 IN ETHANOL
UNSPSC: 12352100
WGK: 3

Safety information

Symbol: GHS07 GHS07
Signal word: Warning
Hazard statements: H315-H319-H335
Precautionary statements: P261-P305 + P351 + P338
hazard symbol: Xi
Risk Code: R:36/37/38
Safe Code: S:26-36
WGK Germany: 3

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