Methyl D-(-)-4-hydroxy-phenylglycinate

Product Name: Methyl D-(-)-4-hydroxy-phenylglycinate
CAS No.: 37763-23-8
Chemical Name: Methyl D-(-)-4-hydroxy-phenylglycinate
Synonyms: Δ3-Flomoxef sodium;Flufenamic Acid Impurity 11;D- methyl p-hydroxyphenylglycine;METHYL DL-4-HYDROXYPHENYLGLYCINE HCL;Methyl D-(-)-4-hydroxy-phenylglycine;D-4-Hydroxyphenylglycine methyl ester;4-Hydroxy-D-phenylglycine methyl ester;METHYL D-(-)-4-HYDROXY-PHENYLGLYCINATE;methyl (R)-amino(4-hydroxyphenyl)acetate;(R)-α-(p-Hydroxyphenyl)glycine methyl ester
CBNumber: CB6842727
Molecular Formula: C9H11NO3
Formula Weight: 181.19
MOL File: 37763-23-8.mol

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Methyl D-(-)-4-hydroxy-phenylglycinate Property

Melting point:: 169-172°C
Boiling point:: 303.2±27.0 °C(Predicted)
Density: 1.248±0.06 g/cm3(Predicted)
vapor pressure: 0.083Pa at 25℃
storage temp.: Room Temperature
solubility: DMSO (Slightly), Ethanol (Slightly, Sonicated), Methanol (Slightly)
form: Solid
pka: 9.74±0.26(Predicted)
color: White to Off-White
InChI: InChI=1S/C9H11NO3/c1-13-9(12)8(10)6-2-4-7(11)5-3-6/h2-5,8,11H,10H2,1H3
InChIKey: SZBDOFWNZVHVGR-UHFFFAOYSA-N
SMILES: C(OC)(=O)C(N)C1=CC=C(O)C=C1

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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

TRC

Product number: M338538
Product name: MethylD-(-)-4-Hydroxy-phenylglycinate
Packaging: 100mg
Price: $50
Updated: 2021/12/16

TRC

Product number: M338538
Product name: MethylD-(-)-4-Hydroxy-phenylglycinate
Packaging: 1g
Price: $70
Updated: 2021/12/16

TRC

Product number: M338538
Product name: MethylD-(-)-4-Hydroxy-phenylglycinate
Packaging: 5g
Price: $135
Updated: 2021/12/16

TRC

Product number: M338538
Product name: MethylD-(-)-4-Hydroxy-phenylglycinate
Packaging: 10g
Price: $215
Updated: 2021/12/16

TRC

Product number: M338538
Product name: MethylD-(-)-4-Hydroxy-phenylglycinate
Packaging: 25g
Price: $485
Updated: 2021/12/16

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Methyl D-(-)-4-hydroxy-phenylglycinate Chemical Properties,Usage,Production

Uses

Methyl D-(-)-4-Hydroxy-phenylglycinate is useful for the synthesis (+)-radicamine B. Also, it is used for the preparation of amoxicillin.

Flammability and Explosibility

Non flammable

Synthesis

67-56-1

22818-40-2

37763-23-8

Step 1: (R)-2-Amino-2-(4-hydroxyphenyl)acetic acid (D-4-hydroxyphenylglycine, 10.0 g, 60.1 mmol) was dissolved in methanol (200 mL), thionyl chloride (8 mL) was added slowly dropwise, and the reaction was stirred for 10 hours at room temperature. After completion of the reaction, the mixture was concentrated under reduced pressure and the residue was washed twice with ether to afford methyl (R)-2-amino-2-(4-hydroxyphenyl)acetate (D-4-hydroxyphenylglycine methyl ester, 13.0 g, 60.0 mmol, 100% yield) as a white solid.1H NMR (300 MHz, DMSO-d6) δ 3.68 (s, 3H), 5.07 (s, 1H), 6.85 (d, J = 8.5 Hz, 2H), 7.29 (d, J = 8.6 Hz, 2H), 9.03 (s, 3H), 10.02 (s, 1H). Step 2: Methyl (R)-2-amino-2-(4-hydroxyphenyl)acetate (D-4-hydroxyphenylglycine methyl ester, 0.302 g, 1.39 mmol) was dissolved in freshly prepared glyoxylate (1.27 g, 13.8 mmol) and copper(II) sulfate pentahydrate (0.35 g, 1.40 mmol) in a 2.5 M pyridine buffer and a 0.5 M acetic acid in aqueous solution and stirred for 10 h at room temperature. The reaction solution was extracted with dichloromethane (3 × 10 mL), the organic layers were combined, washed with 0.5 M HCl (3 × 20 mL), dried, filtered and concentrated under reduced pressure. The residue was purified by fast column chromatography (silica gel, chloroform elution) to afford methyl 2-(4-hydroxyphenyl)-2-oxoacetate (0.109 g, 6.06 mmol, 44% yield) as a clear oil.1H NMR (300 MHz, CDCl3) δ 3.99 (s, 3H), 5.41 (br s, 1H), 6.95 (d, J = 8.8 Hz, 2H), 8.00 (d, J = 8.8 Hz, 2H).

References

[1] Journal of Medicinal Chemistry, 2002, vol. 45, # 18, p. 3946 - 3952
[2] Patent: WO2013/33093, 2013, A1. Location in patent: Page/Page column 137; 138
[3] Angewandte Chemie - International Edition, 1997, vol. 37, # 19, p. 2708 - 2714
[4] Organic Letters, 2015, vol. 17, # 4, p. 1018 - 1021
[5] Journal of the American Chemical Society, 1978, vol. 100, p. 4555 - 4568

Methyl D-(-)-4-hydroxy-phenylglycinate Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Methyl D-(-)-4-hydroxy-phenylglycinate manufacturers

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD

Product: (R)-Methyl 2-amino-2-(4-hydroxyphenyl)acetate 37763-23-8
Price: US $2.00-5.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 100kg
Release date: 2025-07-08

WUHAN FORTUNA CHEMICAL CO., LTD

Product: Methyl D-(-)-4-hydroxy-phenylglycinate 37763-23-8
Price: US $0.00/Kg/Drum
Min. Order: 1KG
Purity: 98%min
Supply Ability: 1000kgs
Release date: 2021-09-29

Henan Aochuang Chemical Co.,Ltd.

Product: Methyl D-(-)-4-hydroxy-phenylglycinate 37763-23-8
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 1Ton
Release date: 2022-09-30

37763-23-8, Methyl D-(-)-4-hydroxy-phenylglycinateRelated Search:

CHLOROPHOSPHONAZO III DL-P-Hydroxyphenylglycine 4-Hydroxy-L-phenylglycine D-2-Phenylglycine 4-Aminophenylacetic acid 4-Hydroxy-D-(-)-2-phenylglycine Methyl acrylate Basic Violet 1 2-Hydroxyphenylacetic acid Methyl glycolate Acetonitrile Methanol METHYL 2-AMINO-2-(4-HYDROXYPHENYL)ACETATE Methylparaben Kresoxim-methyl 4-Hydroxybenzoic acid Paraquat dichloride 4-Hydroxybenzaldehyde

D-(-)-alpha-p-Hydroxy-phenylglycine methyl ester

METHYL D-(-)-4-HYDROXY-PHENYLGLYCINATE

(S)-Methyl 2-aMino-2-(4-hydroxyphenyl)acetate

Benzeneacetic acid, α-aMino-4-hydroxy-, Methyl ester,(aR)-

Methyl D-(-)-4-hydroxyphenylglycinate, 95+%

methyl (R)-amino(4-hydroxyphenyl)acetate

D-(-)-|á-P-HYDROXY PHENYLGLYCINE METHYL ESTER

(R)-Amino(4-hydroxyphenyl)acetic acid methyl ester

(R)-α-(p-Hydroxyphenyl)glycine methyl ester

4-Hydroxy-D-phenylglycine methyl ester

D-4-Hydroxyphenylglycine methyl ester

METHYL DL-4-HYDROXYPHENYLGLYCINE HCL

Methyl D-(-)-4-hydroxy-phenylglycine

D(-) Alpha Parahydroxy Phenylglycine Methyl Ester

2-amino-2-(4-hydroxyphenyl)acetic acid methyl ester

Cefadroxil Impurity 1 (Methyl (2R)-2-Amino-2-(4-Hydroxyphenyl)acetate)

Benzeneacetic acid, a-amino-4-hydroxy-, methyl ester, (aR)-

Benzeneacetic acid, α-amino-4-hydroxy-, methyl ester, (αR)-

PHPGMe Methyl D-(-)4-hydroxy-phenylglycinate

D- methyl p-hydroxyphenylglycine

Methyl D-(-)-4-hydroxy-phenylglycinate USP/EP/BP

Δ3-Flomoxef sodium

Methyl (R)-2-amino-2-(4-hydroxyphenyl)acetate

(R)-Methyl 2-amino-2-(4-hydroxyphenyl)acetate,98%

D-(-)-α-p-Hydroxy-Phenylglycine methyl ester

Methyl (αR)-α-amino-4-hydroxybenzeneacetate

Methyl -(-)-4-hydroxy-phenylglycinate（mixture of D and L)

Flufenamic Acid Impurity 11

(alphaR)-alpha-Amino-4-hydroxy-phenyl-acetic acid methyl ester

37763-23-8

Antidote / Antibiotic / Antimicrobial