CAS 53990-33-3 Z-Phg-OH (HCID 819214)

Substructure search Find similar structures

Basic information

CAS: 53990-33-3
Standard SMILES: O=C(N[C@H](C(=O)O)c1ccccc1)OCc1ccccc1
InChIKey: RLDJWBVOZVJJOS-AWEZNQCLSA-N
Molecular formula: C16H15NO4
Average molar mass: 285.29 g/mol
Monoisotopic mass: 285.10010796

Names & identifiers

Preferred name: Z-Phg-OH
IUPAC: (2S)-2-phenyl-2-(phenylmethoxycarbonylamino)acetic acid
English name: Z-PHG-OH
Molecular formula: C16H15NO4
Molecular weight: 285.3

Names & synonyms

Z-Phg-OH53990-33-3DTXSID20356056RefChem:388530DTXCID30307115(S)-2-(BENZYLOXYCARBONYLAMINO)-2-PHENYLACETIC ACID(S)-2-(((Benzyloxy)carbonyl)amino)-2-phenylacetic acidCbz-L-(+)-PhenylglycineMFCD00077033(2s)-{[(benzyloxy)carbonyl]amino}(phenyl)acetic acidN-Carbobenzoxy-L-2-phenylglycine(2S)-2-phenyl-2-(phenylmethoxycarbonylamino)acetic acid

Show more names

Z-PhgCbz-PhgCbz-L-Phg-OHN-CBZ-L-Phg-OHZ-PHENYLGLYCINEZ-(PHENYL)GLY-OHZ-L-PHENYLGLYCINE

Cbz-Phg-OHn-benzyloxycarbonyl-l-phenylglycine(2S)-2-{[(benzyloxy)carbonyl]amino}-2-phenylacetic acidC2567EN300-122144(2S)-2-[[(benzyloxy)carbonyl]amino]-2-phenylacetic acidN-alpha-BenZyloxycarbonyl-L-phenylglycine (CbZ-L-Phg-OH)Z-L-PHG-OH

Database identifiers

CAS: 53990-33-3
PubChem CID: 819214
DTXSID: DTXSID20356056
Nikkaji: J72.296K

Properties

Computed structural properties

XLogP: 2.7
Topological polar surface area: 75.6 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 4
Rotatable bonds: 6
Heavy atoms: 21
Formal charge: 0
Complexity: 346

Physicochemical properties

Melting point: 131 to · 131.0 to 135.0 °C
Boiling point: 495.3 · 495.3±45.0 °C(Predicted)
Density: 1.275 · 1.275±0.06 g/cm3(Predicted)
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
solubility: DMSO (Slightly), Ethanol (Slightly)
form: Solid
pka: 3.49 · 3.49±0.10(Predicted)
color: White
BRN: 4703006 · 4703006
Major Application: peptide synthesis
InChI: InChI=1/C16H15NO4/c18-15(19)14(13-9-5-2-6-10-13)17-16(20)21-11-12-7-3-1-4-8-12/h1-10,14H,11H2,(H,17,20)(H,18,19)/t14-/s3
InChIKey: RLDJWBVOZVJJOS-WDHUHKLTNA-N
SMILES: [C@H](C1C=CC=CC=1)(C(=O)O)NC(=O)OCC1C=CC=CC=1 |&1:0,r|
CAS DataBase Reference: 53990 · 53990-33-3(CAS DataBase Reference)
UNSPSC Code: 12352209 · 12352209

Safety & regulation

Safety data

PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
hs_code: 29242990
Signal word: Warning
Symbol(GHS): GHS07
Storage Class: 11 - Combustible Solids
Hazard statements: H302-H315-H319-H335
Precautionary statements: P261-P305+P351+P338

Chemistry & industry

Applications

UsesZ-L-Phenylglycine is an intermediate for the synthesis of Asimadoline Hydrochlorine (A788250), used in the treatment of IBS, a disorder associated with pain and altered bowel function.