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Z-Phg-OH

CAS No.
53990-33-3
Chemical Name:
Z-Phg-OH
Synonyms
Z-Phg;Cbz-Phg;Z-Phg-OH;CBZ-PHG-OH;Z-L-Phg-OH;Cbz-L-Phg-OH;N-CBZ-L-Phg-OH;Z-PHENYLGLYCINE;Z-(PHENYL)GLY-OH;Z-L-PHENYLGLYCINE
CBNumber:
CB1306132
Molecular Formula:
C16H15NO4
Molecular Weight:
285.3
MDL Number:
MFCD00077033
MOL File:
53990-33-3.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-09-12 18:49:10

Z-Phg-OH Properties

Melting point 131.0 to 135.0 °C
Boiling point 495.3±45.0 °C(Predicted)
Density 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±0.10(Predicted)
color White
BRN 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 53990-33-3(CAS DataBase Reference)
UNSPSC Code 12352209
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P305+P351+P338
PPE Eyeshields, Gloves, type N95 (US)
WGK Germany  3
HS Code  29242990
Storage Class 11 - Combustible Solids

Z-Phg-OH price More Price(71)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 72517 Z-Phg-OH ≥99.0% (HPLC) 53990-33-3 5G $187 2026-04-30 Buy
TCI Chemical C2567 N-Carbobenzoxy-L-2-phenylglycine >98.0%(HPLC)(T) 53990-33-3 1g $17 2026-04-30 Buy
TCI Chemical C2567 N-Carbobenzoxy-L-2-phenylglycine >98.0%(HPLC)(T) 53990-33-3 5g $36 2026-04-30 Buy
Usbiological 469003 Z-L-Phenylglycine 53990-33-3 5g $305 2026-06-03 Buy
Usbiological 469003 Z-L-Phenylglycine 53990-33-3 10g $389 2026-06-03 Buy
Product number Packaging Price Buy
72517 5G $187 Buy
C2567 1g $17 Buy
C2567 5g $36 Buy
469003 5g $305 Buy
469003 10g $389 Buy

Z-Phg-OH Chemical Properties, Uses, Production

Chemical Properties

White to off-white powder

Uses

Z-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.

reaction suitability

reaction type: solution phase peptide synthesis

Synthesis

L-Phenylglycine

2935-35-5

Benzyl chloroformate

501-53-1

2-([(benzyloxy)carbonyl]amino)-2-phenylacetic acid

5491-18-9

General procedure for the synthesis of the compound (CAS:5491-18-9) from L-phenylglycine and benzyl chloroformate: To an aqueous solution (500 mL) containing 2-amino-2-phenylacetic acid (20 g, 0.12 mol), sodium carbonate (27.97 g, 0.264 mol) and sodium bicarbonate (11.1 g, 0.132 mol) were added at room temperature. The mixture was stirred until a clarified solution was formed. Acetone (40 mL) was then added and the resulting slightly turbid solution was cooled to 15-20 °C in an ice water bath. Benzyl chloroformate (Cbz-Cl, 28.15 g, 0.165 mol) was added slowly with stirring and then the reaction mixture was gradually warmed to room temperature. After continued stirring for 3 h, the reaction mixture was extracted with methyl tert-butyl ether (100 mL). The pH of the aqueous layer was adjusted with aqueous hydrochloric acid to 2. The oil formed was extracted with ethyl acetate (100 mL x 2). The organic layers were combined, washed with water and concentrated under vacuum to give (S)-2-(((benzyloxy)carbonyl)amino)-2-phenylacetic acid (30.2 g, 80% yield) as a white solid.

References

[1] Tetrahedron Letters, 2006, vol. 47, # 36, p. 6393 - 6396
[2] Patent: WO2018/136647, 2018, A2. Location in patent: Page/Page column 29-30
[3] Tetrahedron Letters, 1993, vol. 34, # 39, p. 6329 - 6332
[4] Patent: WO2014/210436, 2014, A2. Location in patent: Paragraph 00520; 00521
[5] Patent: EP1076563, 2005, B1. Location in patent: Page/Page column 9; 13

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View Latest Price from Z-Phg-OH manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Z-PHG-OH pictures 2026-09-15 Z-PHG-OH
53990-33-3
10g 99%min 10000G WUHAN FORTUNA CHEMICAL CO., LTD
Z-Phg-OH pictures 2025-05-23 Z-Phg-OH
53990-33-3
$50.00 1kg 99 5000 Hebei Zhuanglai Chemical Trading Co Ltd
Z-PHG-OH pictures 2021-08-12 Z-PHG-OH
53990-33-3
$10.00-15.00 1KG 99%+ HPLC Zhuozhou Wenxi import and Export Co., Ltd
  • Z-PHG-OH pictures
  • Z-PHG-OH
    53990-33-3
  • $0.00
  • 99%min
  • WUHAN FORTUNA CHEMICAL CO., LTD
  • Z-Phg-OH pictures
  • Z-Phg-OH
    53990-33-3
  • $50.00
  • 99
  • Hebei Zhuanglai Chemical Trading Co Ltd
  • Z-PHG-OH pictures
  • Z-PHG-OH
    53990-33-3
  • $10.00-15.00
  • 99%+ HPLC
  • Zhuozhou Wenxi import and Export Co., Ltd
N-ALPHA-CARBOBENZOXY-L-PHENYLGLYCINE N-ALPHA-CBZ-L-PHENYLGLYCINE N-CBZ-L-PHENYLGLYCINE Z-(PHENYL)GLY-OH Z-PHENYLGLYCINE Z-L-PHENYLGLYCINE CBZ-PHG-OH CBZ-L-PHENYLGLYCINE BENZYLOXYCARBONYL-L-PHENYLGLYCINE (2S)-2-{[(benzyloxy)carbonyl]amino}-2-phenylacetic acid (S)-N-Cbz-2-amino-2-phenylacetic Acid Cbz-L-Alpha-Phenylglycine N-CBZ-L-PHENYLGLYCINE (Z-PHG-OH) N-CBZ-L-PHENYLGLYCINE(CBZ-PHG-OH) NALPHA-Benzyloxycarbonyl-L-phenylglycine BENZYLOXYCARBONYL-L-PHENYLGLYCINE(N-CBZ-L-PHENYLGLYCINE) Z-L-Phg-OH N-Carbobenzyloxy-L-phenylglycine (S)-2-(benzyloxycarbonylamino)-2-phenylaceticacid N-Carbobenzoxy-L-2-phenylglycine Z-L-2-phenylglycine Z-Phg-OH N-Benzyloxycarbonyl-L-phenylglycine, 98% Z-Phg N-CBZ-L-Phg-OH Cbz-L-Phg-OH N-Carbobenzoxy-L-2-phenylglycine N-CBz-phenylglycine Z-L-phenylglycine≥ 99% (HPLC) N-Cbz-L-phenylglycine,99%e.e. N-Carbobenzoxy-L-2-phenylglycine > (2S)-2-phenyl-2-(phenylmethoxycarbonylamino)acetic acid Z-Phg-OH Z-L-Phenylglycine Benzeneacetic acid, α-[[(phenylmethoxy)carbonyl]amino]-, (αS)- Asimadoline Impurity 3 (2S)-2-phenyl-2-(phenylmethoxycarbonylamino)aceticaci N-Benzyloxycarbonyl-L-2-phenylglycine Z-L-2-phenylglycine Z-PHG-OH USP/EP/BP Z-L-Phenylglycine, 98%+ Z-L-Phenylglycine extrapure, 99% (S)-2-(N-CBZ-Amino)-2-phenyl-acetic acid N-Benzyloxycarbonyl-L-phenylglycine Cbz-Phg Z-Phg-OH 53990-33-3 CARBOXYLIC ACID Phenylglycine Derivatives Peptide Synthesis Specialty Synthesis Unnatural Amino Acid Derivatives Phenylglycine [Phg]