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2-Amino-2-methyl-3-phenylpropionic acid

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Name

2-Amino-2-methyl-3-phenylpropionic acid

EINECS N/A
CAS No. 1132-26-9 Density 1.166 g/cm3
PSA 63.32000 LogP 1.73140
Solubility slightly soluble in water Melting Point 293-294 °C (dec.)(lit.)
Formula C10H13NO2 Boiling Point 312.8 °C at 760 mmHg
Molecular Weight 179.219 Flash Point 143 °C
Transport Information N/A Appearance white crystalline powder
Safety 22-24/25 Risk Codes N/A
Molecular Structure Molecular Structure of 1132-26-9 (2-Amino-2-methyl-3-phenylpropionic acid) Hazard Symbols N/A
Synonyms

2-Methyl-3-phenylalanine;

Article Data 23

2-Amino-2-methyl-3-phenylpropionic acid Synthetic route

100-39-0

benzyl bromide

C16H13N3O3(2-)*Ni(2+)

1132-26-9

2-methyl-3-phenylalanine

Conditions
ConditionsYield
With potassium hydroxide; C-9 In dichloromethane at 20℃;95%
100-39-0

benzyl bromide

117470-83-4

ethyl N-<(4-chlorophenyl)methylene>-DL-alanate

A

1132-26-9

2-methyl-3-phenylalanine

B

302-72-7

rac-Ala-OH

Conditions
ConditionsYield
With tetrabutylammomium bromide; potassium carbonate In acetonitrile for 48h; Product distribution; Heating; further alkylation method;A 94%
B 7%
100-39-0

benzyl bromide

126402-81-1

isopropyl 2-[(E)-1-phenylmethylideneamino]propanoate

1132-26-9

2-methyl-3-phenylalanine

Conditions
ConditionsYield
Stage #1: benzyl bromide; isopropyl 2-[(E)-1-phenylmethylideneamino]propanoate With cesium hydroxide; (R,R)-TADDOL In toluene at 15 - 20℃; for 12h; Alkylation; benzylation;
Stage #2: With hydrogenchloride In water; toluene Hydrolysis; Heating;
94%
86778-91-8

(+/-)-N-(tert-butoxycarbonyl)-α-methylphenylalanine

1132-26-9

2-methyl-3-phenylalanine

Conditions
ConditionsYield
With hydrogenchloride In tetrahydrofuran for 2h; Ambient temperature;89%
With ammonium hydroxide; silica gel; trifluoroacetic acid 1.) MeOH; Yield given. Multistep reaction;
100-39-0

benzyl bromide

N-benzylidene-D,L-alanine isopropyl ester

1132-26-9

2-methyl-3-phenylalanine

Conditions
ConditionsYield
Stage #1: benzyl bromide; N-benzylidene-D,L-alanine isopropyl ester With sodium hydroxide; tetraethylammonium bromide; (R,R)-TADDOL In toluene at 15 - 20℃; for 12h; Substitution;
Stage #2: With hydrogenchloride In water for 0.25h; Hydrolysis; Further stages.;
83%
100-39-0

benzyl bromide

69555-16-4

ethyl 2-(diphenylmethyleneamino)propanoate

A

1132-26-9

2-methyl-3-phenylalanine

B

302-72-7

rac-Ala-OH

Conditions
ConditionsYield
With tetrabutylammomium bromide; potassium carbonate In acetonitrile for 48h; Product distribution; Heating; further alkylation method;A 23%
B 63%
5874-61-3, 21453-79-2, 51127-19-6, 75658-67-2

4-benzyl-2-phenyl-2-oxazolin-5-one

74-88-4

methyl iodide

1132-26-9

2-methyl-3-phenylalanine

Conditions
ConditionsYield
(i) iPr2NEt, (ii) aq. HCl, AcOH; Multistep reaction;
64298-85-7

methyl-2-benzylideneamino-2-methyl-3-phenylpropanoate

1132-26-9

2-methyl-3-phenylalanine

Conditions
ConditionsYield
With hydrogenchloride 1.) ether, 12 h, room temp.; 2.) reflux, 4 h; Yield given. Multistep reaction;
46438-07-7

α-methyl-α-carbethoxy-β-phenethylamine

A

1132-26-9

2-methyl-3-phenylalanine

B

164453-67-2

ethyl (S)-2-amino-2-methyl-3-phenylpropanoate

C

22435-99-0

ethyl (R)-2-amino-2-methyl-3-phenylpropanoate

Conditions
ConditionsYield
With phosphate buffer; Humicola amino esterase Ambient temperature; Title compound not separated from byproducts;
27993-44-8

5-benzyl-5-methyl-imidazolidine-2,4-dione

1132-26-9

2-methyl-3-phenylalanine

Conditions
ConditionsYield
With sodium hydroxide Heating;

2-Amino-2-methyl-3-phenylpropionic acid Specification

This chemical is called 2-Amino-2-methyl-3-phenylpropionic acid, and its systematic name is α-methylphenylalanine. The CAS registry number is 1132-26-9. In addition, this chemical is white crystalline powder, and it's soluble in 80% acetic acid, slightly soluble in water. However, it should be stored at the temperature of RT. 

Other characteristics of the 2-Amino-2-methyl-3-phenylpropionic acid can be summarised as followings: (1)ACD/LogP: 1.46; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.03; (4)ACD/LogD (pH 7.4): -1.05; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 3; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 29.54 Å2; (13)Index of Refraction: 1.566; (14)Molar Refractivity: 50.13 cm3; (15)Molar Volume: 153.6 cm3; (16)Polarizability: 19.87×10-24cm3; (17)Surface Tension: 50.4 dyne/cm; (18)Density: 1.166 g/cm3; (19)Flash Point: 143 °C; (20)Enthalpy of Vaporization: 58.47 kJ/mol; (21)Boiling Point: 312.8 °C at 760 mmHg; (22)Vapour Pressure: 0.000221 mmHg at 25°C.

Production method of this chemical: The 2-Amino-2-methyl-3-phenylpropionic acid could be obtained by the reactant of (+/-)-N-(tert-butoxycarbonyl)-a-methylphenylalanine. This reaction needs the reagent of aq. HCl, and the solvent of tetrahydrofuran. The yield is 89 %. In addition, this reaction should be taken for 2 hours at the ambient temperature.

Uses of this chemical: The 2-Amino-2-methyl-3-phenylpropionic acid could react with phthalic acid anhydride, and obtain the 2-methyl-3-phenyl-2-phthalimido-propionic acid. The yield is 75 %. In addition, this reaction should be taken for 30 minutes at the temperature of 140 °C.

When you are using this chemical, please be cautious about it as the following: Do not breathe dust. Avoid contacting with skin and eyes.

You can still convert the following datas into molecular structure: 
1.SMILES: O=C(O)C(N)(Cc1ccccc1)C
2.InChI: InChI=1/C10H13NO2/c1-10(11,9(12)13)7-8-5-3-2-4-6-8/h2-6H,7,11H2,1H3,(H,12,13)
3.InChIKey: HYOWVAAEQCNGLE-UHFFFAOYAP

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