ChemicalBook > CAS DataBase List > L-P-HYDROXYPHENYLGLYCINE METHYL EST

L-P-HYDROXYPHENYLGLYCINE METHYL EST

Product Name: L-P-HYDROXYPHENYLGLYCINE METHYL EST
CAS No.: 127369-30-6
Chemical Name: L-P-HYDROXYPHENYLGLYCINE METHYL EST
Synonyms: Amoxicillin Impurity 19;Cefadroxil Impurity 9 HCl;Cefadroxil Impurity 11 HCl;L-P-HYDROXYPHENYLGLYCINE METHYL EST;Methyl L-(-)-4-Hydroxyphenylglycinate;methyl (2S)-2-amino-2-(4-hydroxyphenyl)acetate;Methyl L-(-)-4-Hydroxyphenylglycinate(HCl Salt);(S)-Methyl 2-amino-2-(4-hydroxyphenyl)acetate HCl;S-4-Hydroxyphenylglycine methyl ester hydrochloride;(S)-Methyl 2-amino-2-(4-hydroxyphenyl)acetate HCl ee
CBNumber: CB0504629
Molecular Formula: C9H12ClNO3
Formula Weight: 217.64948
MOL File: 127369-30-6.mol

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L-P-HYDROXYPHENYLGLYCINE METHYL EST Property

Melting point:: 179-183 °C(lit.)
storage temp.: Inert atmosphere,Room Temperature
solubility: Aqueous Acid (Slightly), DMSO (Slightly), Methanol (Slightly)
form: Solid
color: White

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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.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

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: M339063
Product name: Methyl(2S)-2-amino-2-(4-hydroxyphenyl)acetateHydrochloride
Packaging: 1g
Price: $130
Updated: 2021/12/16

Activate Scientific

Product number: AS46513-B
Product name: (S)-Methyl 2-amino-2-(4-hydroxyphenyl)acetate HCl
Purity: 95% ee
Packaging: 1g
Price: $79
Updated: 2021/12/16

Activate Scientific

Product number: AS46513-B
Product name: (S)-Methyl 2-amino-2-(4-hydroxyphenyl)acetate HCl
Purity: 95% ee
Packaging: 5G
Price: $217
Updated: 2021/12/16

AK Scientific

Product number: 4799CU
Product name: (S)-Methyl2-amino-2-(4-hydroxyphenyl)acetatehydrochloride
Packaging: 25g
Price: $487
Updated: 2021/12/16

Activate Scientific

Product number: AS46513-B
Product name: (S)-Methyl 2-amino-2-(4-hydroxyphenyl)acetate HCl
Purity: 95% ee
Packaging: 25g
Price: $596
Updated: 2021/12/16

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L-P-HYDROXYPHENYLGLYCINE METHYL EST Chemical Properties,Usage,Production

Uses

Methyl (2S)-2-amino-2-(4-hydroxyphenyl)acetate Hydrochloride acts as a reagent in the synthesis of Amoxicillin, an antibiotic for the treatment of bacterial infection.

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. The reaction mixture was concentrated 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 x 15 mL) and dried to give the final D-p-hydroxyphenylglycine methyl ester hydrochloride (6.50 g, 100%) as a white solid with a melting point of 189-191 °C; specific optical rotation [α]20D = -120.9 (c 1, 1M HCl), literature value [α]25D = - 121.1 (c 1, 1M HCl); IR spectra (KBr) νmax/cm-1: 3339 (broad peak), 1740 (C=O), 1595; NMR hydrogen spectrum (300 MHz, DMSO-d6) δH: 3.68 (3H, single peak, OCH3), 5.11 (1H, single peak, C(2)H), 6.80 (2H, double peak. J=8.5 Hz, aromatic H), 7.25 (2H, double peak, J=8.5 Hz, aromatic H), 8.70 (3H, broad peak, NH3), 9.86 (1H, single peak, 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

L-P-HYDROXYPHENYLGLYCINE METHYL EST Preparation Products And Raw materials

Raw materials

Preparation Products

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127369-30-6, L-P-HYDROXYPHENYLGLYCINE METHYL ESTRelated Search:

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Methyl L-(-)-4-Hydroxyphenylglycinate

Amoxicillin Impurity 19

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Methyl (2S)-2-amino-2-(4-hydroxyphenyl)acetate HydrochlorideQ: What is Methyl (2S)-2-amino-2-(4-hydroxyphenyl)acetate Hydrochloride Q: What is the CAS Number of Methyl (2S)-2-amino-2-(4-hydroxyphenyl)acetate Hydrochloride

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methyl (S)-2-amino-2-(4-hydroxyphenyl)acetate hydrochloride

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127369-30-6