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Cas Database |
| Name |
D(-)-4-Hydroxyphenylglycine |
EINECS | 245-247-7 |
| CAS No. | 22818-40-2 | Density | 1.396 g/cm3 |
| PSA | 83.55000 | LogP | 1.17690 |
| Solubility | 5 g/L (20 °C) in water | Melting Point |
240 °C (dec.)(lit.) |
| Formula | C8H9NO3 | Boiling Point | 365.8 °C at 760 mmHg |
| Molecular Weight | 167.164 | Flash Point | 175 °C |
| Transport Information | N/A | Appearance | off-white powder |
| Safety | 26-36-24/25 | Risk Codes | 36/37/38 |
| Molecular Structure |
|
Hazard Symbols |
 Xi
|
| Synonyms |
Benzeneaceticacid, a-amino-4-hydroxy-, (R)-;(R)-2-(4-Hydroxyphenyl)glycine;(aR)-a-Amino-4-hydroxybenzeneacetic acid;D-(-)-2-(p-Hydroxyphenyl)glycine;D-(-)-Amino(4-hydroxyphenyl)acetic acid;D-(-)-a-(4-Hydroxyphenyl)glycine;D-(-)-a-Amino-p-hydroxyphenylaceticacid;D-p-Hydroxyphenylglycine;D-a-p-Hydroxyphenylglycine;p-Hydroxy-D-phenylglycine; |
Article Data | 32 |
D(-)-4-Hydroxyphenylglycine Synthetic route
| Conditions | Yield |
|---|---|
| With nitrilase AY487533 In aq. acetate buffer at 20℃; for 1h; pH=8; Enzymatic reaction; enantioselective reaction; | 97.8% |
- 2420-17-9
5-(4-hydroxy-phenyl)-imidazolidine-2,4-dione
- 22818-40-2
D-4-hydroxyphenylglycine
| Conditions | Yield |
|---|---|
| In water at 30℃; for 48h; 0.1 M potassium phosphate buffer (pH = 8.0); cells of Pseudomonas sp. AJ-11220 (bacterioal strain H-231); ivestigate steric configuration of the product; other time; | 94% |
| With potassium phosphate buffer; Pseudomonas sp. AJ-11220 In various solvent(s) at 30℃; for 2h; Product distribution; pH 8.0; enzymatic reaction, other solvents, temperatures, reagents, times; | |
| With potassium phosphate buffer; Pseudomonas sp. AJ-11220 In various solvent(s) at 30℃; for 2h; | |
| Multistep reaction; |
- 22818-40-2
D-4-hydroxyphenylglycine
| Conditions | Yield |
|---|---|
| In water at 30℃; for 48h; 0.1 M potassium phosphate buffer (pH = 8.0); cells of Pseudomonas sp. AJ-11220 (bacterioal strain H-231); investigate steric configuration of the product; other time; | 94% |
- 22818-40-2
D-4-hydroxyphenylglycine
| Conditions | Yield |
|---|---|
| In water at 30℃; for 48h; 0.1 M potassium phosphate buffer (pH = 8.0); cells of Pseudomonas sp. AJ-11220 (bacterioal strain H-231); ivestigate steric configuration of the product; other time; | 94% |
- 104-15-4
toluene-4-sulfonic acid
- 75-05-8
acetonitrile
A
- 22818-40-2
D-4-hydroxyphenylglycine
B
- 35103-34-5
N-(p-methoxybenzyl)acetamide
| Conditions | Yield |
|---|---|
| for 3.5h; Mechanism; Ambient temperature; | A 93% B 36% |
- 54582-01-3
(R)-N-phenylacetyl-D-(4-hydroxyphenyl)-glycine
- 22818-40-2
D-4-hydroxyphenylglycine
| Conditions | Yield |
|---|---|
| With hydrogenchloride; water at 50℃; for 10h; | 93% |
- 22818-40-2
D-4-hydroxyphenylglycine
| Conditions | Yield |
|---|---|
| With ammonium hydroxide In water at 5℃; for 2h; | 91.6% |
- 67-56-1
methanol
- 1327278-14-7
4-((3R,5S)-2-oxo-5-phenyl-morpholin-3-yl)phenyl acetate
A
- 22818-40-2
D-4-hydroxyphenylglycine
B
- 37763-23-8
D-2-p-hydroxyphenylglycine methyl ester
| Conditions | Yield |
|---|---|
| With 20 wt.% Pd(OH)2 on activated carbon; hydrogen; trifluoroacetic acid In water at 20℃; under 3040.2 Torr; for 24h; | A 65% B n/a |
- 27460-85-1
N-(tert-butoxycarbonyl)-D-(4-hydroxyphenyl)glycine
- 104-15-4
toluene-4-sulfonic acid
- 75-05-8
acetonitrile
A
- 762-84-5
N-tert-butylacetamide
B
- 22818-40-2
D-4-hydroxyphenylglycine
| Conditions | Yield |
|---|---|
| With toluene-4-sulfonic acid; acetonitrile Mechanism; Ambient temperature; | A 51% B n/a |
- 60114-00-3
(S)-2-Amino-3-{[(R)-carboxy-(4-hydroxy-phenyl)-methyl]-amino}-propionic acid
- 22818-40-2
D-4-hydroxyphenylglycine
| Conditions | Yield |
|---|---|
| With hydrogenchloride |
D(-)-4-Hydroxyphenylglycine Specification
The CAS register number of D-4-Hydroxyphenylglycine is 22818-40-2. It also can be called as (R)-alpha-Amino-4-hydroxybenzeneacetic acid and the IUPAC name about this chemical is (2R)-2-azaniumyl-2-(4-hydroxyphenyl)acetate. The molecular formula about this chemical is C8H9NO3 and the molecular weight is 167.16. It belongs to the following product categories, such as Pharmaceutical Intermediates; Amino Acids Series; Miscellaneous Biochemicals; Cephalosporins; Peptide Synthesis; Phenylglycine Derivatives; Unnatural Amino Acid Derivatives and so on. This chemical is mainly used to produce semi-synthetic antibiotic amoxicillin.
Physical properties about D-4-Hydroxyphenylglycine are: (1)ACD/LogP: -0.13; (2)ACD/LogD (pH 5.5): -1.37; (3)ACD/LogD (pH 7.4): -3.12; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 1.16; (7)ACD/KOC (pH 7.4): 1; (8)#H bond acceptors: 4; (9)#H bond donors: 3; (10)#Freely Rotating Bonds: 4; (11)Polar Surface Area: 38.77Å2; (12)Index of Refraction: 1.664; (13)Molar Refractivity: 43.94 cm3; (14)Molar Volume: 118.4 cm3; (15)Polarizability: 17.41x10-24cm3; (16)Surface Tension: 70.1 dyne/cm; (17)Enthalpy of Vaporization: 74.24 kJ/mol; (18)Boiling Point: 446.3 °C at 760 mmHg; (19)Vapour Pressure: 9.49E-09 mmHg at 25°C.
DL-hydroxyphenylglycine can be prepared by the reaction of Anise aldehyde cyclization and hydrolysis, and also use the Methanol esterification and tartaric acid resolution, can produce the D-4-Hydroxyphenylglycine.
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When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. When you are using it, wear suitable protective clothing and avoid contact with skin and eyes. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
You can still convert the following datas into molecular structure:
(1)SMILES: O=C(O)CNc1ccc(O)cc1
(2)InChI: InChI=1/C8H9NO3/c10-7-3-1-6(2-4-7)9-5-8(11)12/h1-4,9-10H,5H2,(H,11,12)
(3)InChIKey: WRUZLCLJULHLEY-UHFFFAOYAB
(4)Std. InChI: InChI=1S/C8H9NO3/c10-7-3-1-6(2-4-7)9-5-8(11)12/h1-4,9-10H,5H2,(H,11,12)
(5)Std. InChIKey: WRUZLCLJULHLEY-UHFFFAOYSA-N
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