(R)-Amino-(4-hydroxyphenyl)acetic acid methyl ester hydrochloride

Base Information

• Chemical Name: (R)-Amino-(4-hydroxyphenyl)acetic acid methyl ester hydrochloride
• CAS No.: 57591-61-4
• Molecular Formula: C₉H₁₁NO₃*ClH
• Molecular Weight: 217.652
• Hs Code.: 2922509090
• DSSTox Substance ID: DTXSID10528780
• Mol file: 57591-61-4.mol

Synonyms:57591-61-4;(R)-Amino-(4-hydroxyphenyl)acetic acid methyl ester hydrochloride;(R)-Methyl 2-amino-2-(4-hydroxyphenyl)acetate hydrochloride;D-4-hydroxyphenylglycine methyl ester HCl;D-4-Hydroxyphenylglycine methyl ester hydrochloride;methyl (2R)-2-amino-2-(4-hydroxyphenyl)acetate hydrochloride;MFCD01862152;(R)-Amino-(4-hydroxyphenyl)acetic acid methyl ester HCl;(R)-METHYL 2-AMINO-2-(4-HYDROXYPHENYL)ACETATE HCL;methyl (2R)-2-amino-2-(4-hydroxyphenyl)acetate;hydrochloride;UYCKVJUNDXPDJH-DDWIOCJRSA-N;SCHEMBL1584177;DTXSID10528780;AKOS015893992;CS-W014809;GS-4249;AC-33864;AM20060676;A854379;D-p-Hydroxyphenylglycine methyl ester hydrochloride;methyl(R)-amino-(4-hydroxyphenyl)acetate hydrochloride;methyl (R)-amino-(4-hydroxyphenyl)acetate hydrochloride;(R)-Methyl2-amino-2-(4-hydroxyphenyl)acetatehydrochloride;Methyl (2R)-amino(4-hydroxyphenyl)acetate--hydrogen chloride (1/1);(R)-Amino-(4-hydroxyphenyl)acetic acid methyl ester hydrochloride, 97%

Chemical Property of (R)-Amino-(4-hydroxyphenyl)acetic acid methyl ester hydrochloride

Chemical Property:

• Vapor Pressure: 1.59E-05mmHg at 25°C
• Melting Point: 187-190 °C
• Boiling Point: 335.1 °C at 760 mmHg
• Flash Point: 156.5 °C
• PSA: 72.55000
• LogP: 2.06730
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: Aqueous Acid (Slightly), DMSO (Slightly, Heated), Methanol (Slightly)
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 217.0505709
• Heavy Atom Count: 14
• Complexity: 176

Purity/Quality:

99% ^*data from raw suppliers

(R)-Amino-(4-hydroxyphenyl)acetic acid methyl ester hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C(C1=CC=C(C=C1)O)N.Cl
• Isomeric SMILES: COC(=O)[C@@H](C1=CC=C(C=C1)O)N.Cl
• Uses: D-4-Hydroxyphenylglycine Methyl ester hydrochloride is used in the production of antiviral peptides and beta-lactam anti-biotics.

Technology Process of (R)-Amino-(4-hydroxyphenyl)acetic acid methyl ester hydrochloride

There total 3 articles about (R)-Amino-(4-hydroxyphenyl)acetic acid methyl ester hydrochloride 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: 100.0%

methanol (67-56-1) + D-4-hydroxyphenylglycine (22818-40-2) → methyl (R)-2-amino-2-(4-hydroxyphenyl)acetate hydrochloride (57591-61-4,68697-60-9,127369-30-6,134694-94-3)

Guidance literature:

With thionyl chloride; at -15 ℃; Inert atmosphere; Reflux;

DOI:10.1016/j.tetasy.2013.09.009

Reference yield: 100.0%

D-2-p-hydroxyphenylglycine methyl ester (37763-23-8) → methyl (R)-2-amino-2-(4-hydroxyphenyl)acetate hydrochloride (57591-61-4,68697-60-9,127369-30-6,134694-94-3)

Guidance literature:

With thionyl chloride; In methanol; at 0 - 65 ℃; for 17h; Inert atmosphere;

Reference yield: 98.0%

D-4-hydroxyphenylglycine (22818-40-2) → methyl (R)-2-amino-2-(4-hydroxyphenyl)acetate hydrochloride (57591-61-4,68697-60-9,127369-30-6,134694-94-3)

Guidance literature:

With thionyl chloride; In methanol; at 20 ℃; for 10h;

DOI:10.3998/ark.5550190.0012.932

upstream raw materials:

methanol

D-4-hydroxyphenylglycine

D-2-p-hydroxyphenylglycine methyl ester

Downstream raw materials:

(R)-N-[α-(methoxycarbonyl)-4-hydroxybenzyl]-2-phenylquinoline-4-carboxamide

(R)-2-(((benzyloxy)carbonyl)amino)-2-(4-hydroxyphenyl)acetate methyl ester

C₁₃H₁₅NO₆

methyl 4-hydroxy-5-(4-hydroxyphenyl)-2-oxo-2,5-dihydro-1H-pyrrole-3-carboxylate

Refernces

• 1、 -. "Compound, pharmaceutically acceptable salt thereof and medical application thereof". Paragraph 0243-0247. . Retrieved 2020/07/24.
• 2、 Liu, Sha,Jing, Li,Yu, Zhu-Jun,Wu, Chengyong,Zheng, Yongxiang,Zhang, En,Chen, Qiang,Yu, Yamei,Guo, Li,Wu, Yong,Li, Guo-Bo. "((S)-3-Mercapto-2-methylpropanamido)acetic acid derivatives as metallo-β-lactamase inhibitors: Synthesis, kinetic and crystallographic studies". . p. 649 - 660. Retrieved 2018/02/10.