ChemicalBook > CAS DataBase List > Methyl D-(-)-4-hydroxy-phenylglycinate

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
More
Less

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
More
Less

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.

More
Less

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
More
Less

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

More
Less

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

Shanghai Peiling Biological Technology Co., Ltd
Tel
13127581762
Email
peilingchem@sina.com
Country
China
ProdList
479
Advantage
58
J & K SCIENTIFIC LTD.
Tel
18210857532; 18210857532
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
PharmaBlock Sciences (Nanjing),Inc.
Tel
025-86918202 4000255188
Fax
86-025-86918232
Email
sales@pharmablock.com
Country
China
ProdList
5000
Advantage
55
TAIYUAN RHF CO.,LTD.
Tel
+86 351 7031519
Fax
+86 351 7031519
Email
sales@RHFChem.com
Country
China
ProdList
2338
Advantage
56
Yangzhou Aoxin Chemical Co., Ltd
Tel
0514-87754778 13901446058
Fax
+86-514-87752291
Email
sales@aochem.com
Country
China
ProdList
73
Advantage
66
Beijing Ouhe Technology Co., Ltd
Tel
010-010-82967028 13522913783
Fax
+86-10-82967029
Email
2355560935@qq.com
Country
China
ProdList
12000
Advantage
60
Jia Xing Isenchem Co.,Ltd
Tel
0573-85285100 18627885956
Fax
0573-85285100
Email
isenchem@163.com
Country
China
ProdList
9310
Advantage
66
Pure Chemistry Scientific Inc.
Tel
001-857-928-2050 or 1-888-588-9418
Fax
001-617-206-9595
Email
sales@chemreagents.com
Country
United States
ProdList
10186
Advantage
62
Nanjing Chemlin Chemical Co., Ltd
Tel
025-83697070
Fax
+86-25-83453306
Email
info@chemlin.com.cn
Country
China
ProdList
16075
Advantage
64
XiaoGan ShenYuan ChemPharm co,ltd
Tel
15527768836
Email
1791901229@qq.com
Country
China
ProdList
6950
Advantage
52
More
Less

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:


  • 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