(2S)-3-(4-hydroxyphenyl)-2-(methylazaniumyl)propanoate

Base Information

• Chemical Name: (2S)-3-(4-hydroxyphenyl)-2-(methylazaniumyl)propanoate
• CAS No.: 537-49-5
• Molecular Formula: C10H13NO3
• Molecular Weight: 195.218
• Hs Code.: 2922509090
• Mol file: 537-49-5.mol

Synonyms:

Chemical Property of (2S)-3-(4-hydroxyphenyl)-2-(methylazaniumyl)propanoate

Chemical Property:

• Vapor Pressure: 2.06E-06mmHg at 25°C
• Melting Point: 253-256oC (dec.)
• Refractive Index: 1.575
• Boiling Point: 378.8 °C at 760 mmHg
• PKA: 2.27±0.16(Predicted)
• Flash Point: 182.9 °C
• PSA: 69.56000
• Density: 1.239g/cm³
• LogP: 0.99820
• Storage Temp.: Store at RT.
• Solubility.: Aqueous Acid (Slightly), Aqueous Base (Slightly)
• XLogP3: -1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 195.08954328
• Heavy Atom Count: 14
• Complexity: 182

Purity/Quality:

99% ^*data from raw suppliers

N-Methyl-L-tyrosine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36-38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C[NH2+]C(CC1=CC=C(C=C1)O)C(=O)[O-]
• Isomeric SMILES: C[NH2+][C@@H](CC1=CC=C(C=C1)O)C(=O)[O-]
• Uses: N-Methyl-L-tyrosine is a tyrosine hydroxylase inhibitor. An antihypertensive in pheochromocytoma. N-Methyl-L-tyrosine from seeds of Combretum zeyheri. A tyrosine hydroxylase inhibitor. An antihypertensive in pheochromocytoma. N-Methyl-L-tyrosine from seeds of Combretum zeyheri.

Technology Process of (2S)-3-(4-hydroxyphenyl)-2-(methylazaniumyl)propanoate

There total 32 articles about (2S)-3-(4-hydroxyphenyl)-2-(methylazaniumyl)propanoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 71.0%

N-benzyl-N-methyl-L-tyrosine → N-methyl-L-tyrosine (537-49-5)

Guidance literature:

With hydrogenchloride; hydrogen; palladium on activated charcoal; In acetic acid;

DOI:10.1021/np050079r

Reference yield: 47.0%

(2S)-3-(4-hydroxyphenyl)-2-(methyl{[(phenylmethyl)oxy]carbonyl}amino)propanoic acid (86099-14-1) → N-methyl-L-tyrosine (537-49-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; at 20 ℃;

DOI:10.1071/CH99082

Reference yield: 10.0%

N-Methyl-L-phenylalanine (2566-30-5) → N-methyl-L-tyrosine (537-49-5)

Guidance literature:

With aluminium trichloride; dihydrogen peroxide; Ambient temperature;

DOI:10.1016/S0040-4039(99)00193-8

upstream raw materials:

formaldehyd

L-tyrosine

dimethyl sulfate

RA-VII

Downstream raw materials:

?Tyr

(2S,3S)-2-[(S)-2-(Benzyloxycarbonyl-methyl-amino)-3-(4-benzyloxycarbonyloxy-phenyl)-propionylamino]-3-methyl-pentanoic acid methyl ester

(S)-2-(Benzyloxycarbonyl-methyl-amino)-3-(4-benzyloxycarbonyloxy-phenyl)-propionic acid 4-nitro-phenyl ester

N-(4-hydroxy-3-nitro-phenethyl)-N-methyl-acetamide

Refernces

• 1、 Von Elert, Eric,Oberer, Lukas,Merkel, Petra,Huhn, Thomas,Blom, Judith F.. "Cyanopeptolin 954, a chlorine-containing chymotrypsin inhibitor of Microcystis aeruginosa NIVA Cya 43". . p. 1324 - 1327. Retrieved 2005.
• 2、 Jang, Jun-Pil,Nogawa, Toshihiko,Futamura, Yushi,Shimizu, Takeshi,Hashizume, Daisuke,Takahashi, Shunji,Jang, Jae-Hyuk,Ahn, Jong Seog,Osada, Hiroyuki. "Octaminomycins A and B, cyclic octadepsipeptides active against Plasmodium falciparum". . p. 134 - 140. Retrieved 2017/02/05.
• 3、 Um, Soohyun,Pyee, Yuna,Kim, Eun-Hee,Lee, Sang Kook,Shin, Jongheon,Oh, Dong-Chan. "Thalassospiramide G, a new γ-amino-acid-bearing peptide from the marine bacterium Thalassospira sp". . p. 611 - 622. Retrieved 2013/05/23.