(S)-2-amino-3-(4-hydroxyphenyl)propanehydrazide

Base Information

• Chemical Name: (S)-2-amino-3-(4-hydroxyphenyl)propanehydrazide
• CAS No.: 7662-51-3
• Deprecated CAS: 57165-94-3
• Molecular Formula: C9H13N3O2
• Molecular Weight: 195.221
• Hs Code.: 29280000
• European Community (EC) Number: 231-631-1
• DSSTox Substance ID: DTXSID90884412
• Nikkaji Number: J126.331E
• Wikidata: Q76005862
• ChEMBL ID: CHEMBL220460
• Mol file: 7662-51-3.mol

Synonyms:L-Tyrosine hydrazide;7662-51-3;(S)-2-amino-3-(4-hydroxyphenyl)propanehydrazide;L-Tyrosine, hydrazide;Tyrosine, hydrazide, L-;(2S)-2-amino-3-(4-hydroxyphenyl)propanehydrazide;L-Tyrosinohydrazide;CHEMBL220460;EINECS 231-631-1;NSC 337746;tyrosine hydrazide;tyrosine hydrazone;L-Tyrosine hydrazide, 98%;SCHEMBL4668353;DTXSID90884412;BDBM50200191;MFCD00007609;AKOS016843145;HY-W142000;AC-24157;AS-67360;CS-0201786;T1820;2-Amino-3-(4-hydroxyphenyl)propanohydrazide #;D92529;T-9300

Chemical Property of (S)-2-amino-3-(4-hydroxyphenyl)propanehydrazide

Chemical Property:

• Appearance/Colour: white fine crystals
• Vapor Pressure: 2.94E-10mmHg at 25°C
• Melting Point: 196-198 °C(lit.)
• Refractive Index: 78 ° (C=5, 1mol/L HCl)
• Boiling Point: 490.8 °C at 760 mmHg
• Flash Point: 250.6 °C
• PSA: 101.37000
• Density: 1.294 g/cm³
• LogP: 1.04340
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: almost transparency in 1mol/L HCl
• XLogP3: -1
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 195.100776666
• Heavy Atom Count: 14
• Complexity: 191

Purity/Quality:

98%,99%, ^*data from raw suppliers

L-Tyrosine Hydrazide 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36-43
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1CC(C(=O)NN)N)O
• Isomeric SMILES: C1=CC(=CC=C1C[C@@H](C(=O)NN)N)O
• Uses: Resolving agent for various DL-amino acids Excellent reagent for the resolution of amino acids.

Technology Process of (S)-2-amino-3-(4-hydroxyphenyl)propanehydrazide

There total 5 articles about (S)-2-amino-3-(4-hydroxyphenyl)propanehydrazide 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: 82.0%

L-Tyr-OMe (1080-06-4) → L-tyrosine hydrazide (7662-51-3)

Guidance literature:

With hydrazine hydrate; In methanol; at 90 ℃;

DOI:10.1002/cmdc.201700440

Reference yield:

L-tyrosine methyl ester HCl (3417-91-2) → L-tyrosine hydrazide (7662-51-3)

Guidance literature:

With hydrazine hydrate; In methanol; for 24h;

DOI:10.1016/j.tet.2011.07.047

Reference yield:

L-tyrosine (60-18-4,18875-48-4,25619-78-7,30704-25-7) → L-tyrosine hydrazide (7662-51-3)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride / 6 h / 0 °C

2: hydrazine hydrate / methanol / 24 h

With thionyl chloride; hydrazine hydrate; In methanol;

DOI:10.1016/j.tet.2011.07.047

upstream raw materials:

L-Tyr-OMe

L-tyrosine ethyl ester

L-tyrosine methyl ester HCl

L-tyrosine

Downstream raw materials:

Tyr-NH-NH-CH(CH₃)2

5-(4-hydroxybenzyl)-3-phenyl-1,4,5,6-tetrahydro-1,2,4-triazin-6(5H)-one

1-[(1-ethoxybenzylidene)amino]-2-phenyl-4-(4-hydroxybenzyl)imidazol-5(4H)-one

Refernces

• 1、 Wang, Jianqiang,Zhang, Wenqi,Gu, Changqing,Zhang, Wenpei,Zhou, Man,Wang, Zhiwei,Guo, Cheng,Sun, Linbing. "Step-Up Synthesis of Periodic Mesoporous Organosilicas with a Tyrosine Framework and Performance in Horseradish Peroxidase Immobilization". supporting information. p. 3162 - 3171. Retrieved 2017/11/22.
• 2、 Kudelko, Agnieszka,Zieliński, Wojciech,Ejsmont, Krzysztof. "The reaction of optically active α-aminocarboxylic acid hydrazides with triethyl orthoesters". experimental part. p. 7838 - 7845. Retrieved 2011/10/12.