D-4-Hydroxyphenylglycine Methyl ester hydrochloride

Product Name: D-4-Hydroxyphenylglycine Methyl ester hydrochloride
CAS No.: 57591-61-4
Chemical Name: D-4-Hydroxyphenylglycine Methyl ester hydrochloride
Synonyms: Amoxicillin Impurity 17;Amoxicillin Impurity 49;Cefadroxil Impurity 1 HCl;Cefadroxil Impurity 2 HCl;Amoxicillin Impurity 1 HCl;Cefadroxil Impurity 10 HCl;D-P-HYDROXY-PHENYLGLYCINE METHYL ESTER;D-(-)-P-HYDROXYPHENYLGLYCINE METHYL ESTE;D-4-Hydroxyphenylglycine methyl ester HCl;D-(-)-a-P-Hydroxyl phenylglycine dane salt
CBNumber: CB1501690
Molecular Formula: C9H12ClNO3
Formula Weight: 217.65
MOL File: 57591-61-4.mol

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D-4-Hydroxyphenylglycine Methyl ester hydrochloride Property

Melting point:: 187-190 °C(lit.)
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
solubility: Aqueous Acid (Slightly), DMSO (Slightly, Heated), Methanol (Slightly)
form: Solid
color: White to Off-White
Stability:: Hygroscopic
InChI: InChI=1/C9H11NO3.ClH/c1-13-9(12)8(10)6-2-4-7(11)5-3-6;/h2-5,8,11H,10H2,1H3;1H/t8-;/s3
InChIKey: UYCKVJUNDXPDJH-JNODIIHCNA-N
SMILES: C1(=CC=C(O)C=C1)[C@@H](N)C(=O)OC.Cl |&1:7,r|
CAS DataBase Reference: 57591-61-4

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Safety

WGK Germany: 3

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

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: 534927
Product name: (R)-Amino-(4-hydroxyphenyl)acetic acid methyl ester hydrochloride
Purity: 97%
Packaging: 5g
Price: $76.5
Updated: 2025/07/31

TRC

Product number: A611555
Product name: (R)-Amino-(4-hydroxyphenyl)acetic acid methyl ester hydrochloride
Packaging: 100g
Price: $820
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: AAA0005115
Product name: (R)-AMINO-(4-HYDROXYPHENYL)ACETIC ACID METHYL ESTER HYDROCHLORIDE
Purity: 97.00%
Packaging: 5G
Price: $926.31
Updated: 2021/12/16

Medical Isotopes, Inc.

Product number: 53789
Product name: (R)-Amino-(4-hydroxyphenyl)aceticAcidMethylEsterHCl
Packaging: 100g
Price: $1175
Updated: 2021/12/16

Medical Isotopes, Inc.

Product number: 53789
Product name: (R)-Amino-(4-hydroxyphenyl)aceticAcidMethylEsterHCl
Packaging: 5G
Price: $605
Updated: 2021/12/16

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D-4-Hydroxyphenylglycine Methyl ester hydrochloride Chemical Properties,Usage,Production

Chemical Properties

White to Off-White Solid

Uses

D-4-Hydroxyphenylglycine Methyl ester hydrochloride is used in the production of antiviral peptides and beta-lactam anti-biotics.

reaction suitability

reaction type: solution phase peptide synthesis

Synthesis

67-56-1

22818-40-2

57591-61-4

General procedure for the synthesis of D-p-hydroxyphenylglycine methyl ester hydrochloride from methanol and (R)-2-amino-2-(4-hydroxyphenyl)acetic acid: under nitrogen protection and -15 °C, thionyl chloride (1.5 mL, 33.0 mmol) was slowly added dropwise to anhydrous methanol (25 mL) in (R)-4-hydroxyphenylglycine (5.00 g, 29.91 mmol) ) suspension while stirring. The reaction mixture was gradually warmed to room temperature and stirred continuously overnight. Subsequently, the yellow solution was refluxed for 30 min. Upon completion of the reaction, the solvent was removed by concentration under reduced pressure to give D-p-hydroxyphenylglycine methyl ester hydrochloride in the form of an off-white solid. The hydrochloride was stirred in ether (15 mL), filtered, washed with ether (2 × 15 mL) and dried to give the final D-p-hydroxyphenylglycine methyl ester hydrochloride (6.50 g, 100%) in white solid form with a melting point of 189-191 °C; [α]20D = -120.9 (c 1 , 1M HCl), literature value [α]25D = -121.1 (c 1 , 1M HCl); IR spectrum (KBr) νmax/cm-1: 3339 (broad peak, OH), 1740 (C=O), 1595 (aryl ring); 1H NMR (300 MHz, DMSO-d6) δ: 3.68 (3H, s, OCH3), 5.11 (1H, s, CH), 6.80 (2H, d, J = 8.5 Hz. H), 7.25 (2H, d, J = 8.5 Hz, aryl H), 8.70 (3H, broad peak, NH3+), 9.86 (1H, s, OH).

References

[1] Tetrahedron Asymmetry, 2013, vol. 24, # 20, p. 1265 - 1275
[2] European Journal of Medicinal Chemistry, 2018, vol. 145, p. 649 - 660
[3] Synthesis, 2012, vol. 44, # 6, p. 875 - 880
[4] Croatica Chemica Acta, 2003, vol. 76, # 1, p. 23 - 36
[5] Heterocycles, 2009, vol. 78, # 6, p. 1477 - 1483

D-4-Hydroxyphenylglycine Methyl ester hydrochloride Preparation Products And Raw materials

Raw materials

Preparation Products

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D-4-Hydroxyphenylglycine Methyl ester hydrochloride Suppliers

Canada 1 China 220 Germany 2 India 4 Switzerland 1 United States 11 Global 239

Shanghai Kangtuo Chemical Co., Ltd.

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Shanghai Hanhong Scientific Co.,Ltd.

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Beijing Isomersyn Technology CO;LTD

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View Lastest Price from D-4-Hydroxyphenylglycine Methyl ester hydrochloride manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd

Product: D-4-Hydroxyphenylglycine Methyl ester hydrochloride 57591-61-4
Price: US $10.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 20ton
Release date: 2024-06-03

Hebei Chuanghai Biotechnology Co., Ltd

Product: D-4-Hydroxyphenylglycine Methyl ester hydrochloride 57591-61-4
Price: US $10.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 10 mt
Release date: 2025-03-07

Hebei Zhanyao Biotechnology Co. Ltd

Product: D-4-Hydroxyphenylglycine Methyl ester hydrochloride 57591-61-4
Price: US $10.00/Kg/Bag
Min. Order: 1Kg/Bag
Purity: 99%
Supply Ability: 20 Tons
Release date: 2021-11-02

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57591-61-4

ESTER

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