Z-PHG-OH

Product Name: Z-PHG-OH
CAS No.: 53990-33-3
Chemical Name: Z-PHG-OH
Synonyms: Z-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;Z-PHG-OH USP/EP/BP
CBNumber: CB1306132
Molecular Formula: C16H15NO4
Formula Weight: 285.3
MOL File: 53990-33-3.mol

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Z-PHG-OH Property

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
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)

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Safety

WGK Germany: 3
HS Code: 29242990

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 72517
Product name: Z-Phg-OH
Purity: ≥99.0% (HPLC)
Packaging: 5G
Price: $175
Updated: 2025/07/31

TCI Chemical

Product number: C2567
Product name: N-Carbobenzoxy-L-2-phenylglycine
Purity: >98.0%(HPLC)(T)
Packaging: 1g
Price: $21
Updated: 2025/07/31

TCI Chemical

Product number: C2567
Product name: N-Carbobenzoxy-L-2-phenylglycine
Purity: >98.0%(HPLC)(T)
Packaging: 5g
Price: $52
Updated: 2025/07/31

TRC

Product number: P327305
Product name: Z-L-Phenylglycine
Packaging: 5g
Price: $45
Updated: 2021/12/16

TRC

Product number: P327305
Product name: Z-L-Phenylglycine
Packaging: 10g
Price: $50
Updated: 2021/12/16

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Z-PHG-OH Chemical Properties,Usage,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

2935-35-5

501-53-1

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

Z-PHG-OH Preparation Products And Raw materials

Raw materials

Preparation Products

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Z-PHG-OH Suppliers

Americas 1 China 199 Europe 3 Germany 4 India 7 Japan 5 Switzerland 2 United Kingdom 5 United States 27 Global 253

J & K SCIENTIFIC LTD.

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Meryer (Shanghai) Chemical Technology Co., Ltd.

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Alfa Aesar

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TCI (Shanghai) Development Co., Ltd.

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Yangzhou Aoxin Chemical Co., Ltd

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ShangHai DEMO Chemical Co.,Ltd

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Energy Chemical

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Capot Chemical Co., Ltd

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Beijing Ouhe Technology Co., Ltd

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View Lastest Price from Z-PHG-OH manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD

Product: Z-PHG-OH 53990-33-3
Price: US $0.00/KG
Min. Order: 10g
Purity: 99%min
Supply Ability: 10000G
Release date: 2021-08-23

Hebei Zhuanglai Chemical Trading Co Ltd

Product: Z-Phg-OH 53990-33-3
Price: US $50.00/kg
Min. Order: 1kg
Purity: 99
Supply Ability: 5000
Release date: 2024-12-02

Zhuozhou Wenxi import and Export Co., Ltd

Product: Z-PHG-OH 53990-33-3
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-08-11

53990-33-3, Z-PHG-OHRelated Search:

H-D-PHG-OH N-Cbz-L-Threonine N-alpha-Cbz-L-lysine Z-THR(BZL)-OH Z-PHE-OSU Z-PHE-OBZL Z-PHE-ONP N-Cbz-L-Phenylalanine Z-PHE-OME Z-PHE-PNA Cbz-L-Threonine benzyl ester Benzyl (2R,3S)-(1-carbamoyl-2-hydroxypropyl)carbamate Z-TRP-OSU Z-PRO-NH2 Z-PHG-OSU FMOC-D-PHG-OH BOC-N-ME-PHG-OH H-DL-PHG-OH

N-ALPHA-CARBOBENZOXY-L-PHENYLGLYCINE

N-ALPHA-CBZ-L-PHENYLGLYCINE

N-CBZ-L-PHENYLGLYCINE

Z-(PHENYL)GLY-OH

Z-PHENYLGLYCINE

Z-L-PHENYLGLYCINE

Z-PHG-OH

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

<i>N</i>-Carbobenzoxy-<small>L</small>-2-phenylglycine

N-CBz-phenylglycine

Z-L-phenylglycine≥ 99% (HPLC)

N-Cbz-L-phenylglycine,99%e.e.

N-Carbobenzoxy-L-2-phenylglycine &gt

(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

53990-33-3

CARBOXYLIC ACID

Phenylglycine Derivatives

Peptide Synthesis

Specialty Synthesis

Unnatural Amino Acid Derivatives

Phenylglycine [Phg]