Methyl 2-amino-3-hydroxybutanoate hydrochloride

Base Information

• Chemical Name: Methyl 2-amino-3-hydroxybutanoate hydrochloride
• CAS No.: 62076-66-8
• Molecular Formula: C₅H₁₁NO₃*ClH
• Molecular Weight: 169.608
• Hs Code.: 2922509090
• European Community (EC) Number: 860-597-6
• DSSTox Substance ID: DTXSID40585280
• Mol file: 62076-66-8.mol

Synonyms:Methyl 2-amino-3-hydroxybutanoate hydrochloride;62076-66-8;DL-Threonine methyl ester hydrochloride;2170123-34-7;(Rac)-H-Thr-OMe (hydrochloride);methyl 2-amino-3-hydroxybutanoate;hydrochloride;Dl-threonine methyl ester HCl;MFCD00070400;Methyl 2-Amino-3-hydroxybutyrate Hydrochloride;threonine methyl ester HCl;methyl (2R,3R)-2-amino-3-hydroxybutanoate;MFCD00037677;MFCD00237276;MFCD08458597;H-ALLO-THR-OMEHCL;SCHEMBL157011;methyl (2S,3S)-2-amino-3-hydroxybutanoate;DTXSID40585280;OZSJLLVVZFTDEY-UHFFFAOYSA-N;HY-W008086A;N-Methyl-N-hydroxyethyl-p-toluidine;AKOS015920279;DS-16967;SY034085;SY034138;SY034166;SY107242;Threonine,methyl ester,hydrochloride(1:1);D-allo-Threonine Methyl Ester Hydrochloride;CS-0169073;Methyl threoninate--hydrogen chloride (1/1);Methyl2-amino-3-hydroxybutanoatehydrochloride;EN300-136012;A868565;Z1695799434;Methyl 2-amino-3-hydroxybutanoate hydrochloride (H-DL-xiThr-OMe.HCl)

Chemical Property of Methyl 2-amino-3-hydroxybutanoate hydrochloride

Chemical Property:

• Melting Point: 125℃
• Boiling Point: 274.4 °C at 760 mmHg
• Flash Point: 119.8 °C
• PSA: 72.55000
• LogP: 0.36980
• Storage Temp.: −20°C
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 169.0505709
• Heavy Atom Count: 10
• Complexity: 104

Purity/Quality:

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

DL-THREONINE METHYL ESTER HYDROCHLORIDE ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(C(=O)OC)N)O.Cl
• Uses: Dl-threonine methyl ester HCl

Technology Process of Methyl 2-amino-3-hydroxybutanoate hydrochloride

There total 12 articles about Methyl 2-amino-3-hydroxybutanoate 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) + L-threonine (72-19-5,134357-96-3,7013-32-3,82822-12-6) → L-threonine methyl ester hydrochloride (39994-75-7,60538-15-0,60538-18-3,62076-66-8,76419-75-5,79617-27-9,108724-12-5)

Guidance literature:

With thionyl chloride; at 0 ℃; for 3.25h; Reflux;

DOI:10.1021/acs.joc.8b02684

Reference yield: 100.0%

methanol (67-56-1) + DL-threonine (72-19-5,80-68-2,144-98-9,632-20-2,2676-21-3,7004-04-8,24830-94-2,28954-12-3,36676-50-3,134357-96-3,7013-32-3,82822-12-6) → threonine methyl ester hydrochloride (39994-75-7,60538-15-0,60538-18-3,62076-66-8,76419-75-5,79617-27-9,108724-12-5)

Guidance literature:

With thionyl chloride; at 10 - 25 ℃; Cooling with ice;

Reference yield: 99.0%

methanol (67-56-1) + (2S,3S)-2-amino-3-hydroxybutanoic acid (28954-12-3,134357-96-3,7013-32-3,82822-12-6) → (L)-allo-threonine methyl ester hydrochloride (39994-75-7,60538-15-0,60538-18-3,62076-66-8,76419-75-5,79617-27-9,108724-12-5)

Guidance literature:

With thionyl chloride; for 2h; Heating;

DOI:10.1021/jo0109016

upstream raw materials:

methanol

DL-threonine

DL-threonine hydrochloride

rac-allo-threonine

Downstream raw materials:

Z-DL-Thr-OMe

Boc-L-phenylalanine-L-threonine methyl ester

methyl (2S,3S)-2-{4'-[(4-aminophenyl)buta-1',3'-diynyl]benzamido}-3-hydroxybutanoate

CBZ-Phe-Thr-OMe

Refernces

• 1、 -. "(2S, 3R)-3-amino-2-hydroxy-4-phenylbutyrylamide derivative as well as preparation method and application thereof". Paragraph 0047-0048; 0054-0056. . Retrieved 2021/02/10.
• 2、 Peiretti, Franck,Montanari, Roberta,Capelli, Davide,Bonardo, Bernadette,Colson, Cécilia,Amri, Ez-Zoubir,Grimaldi, Marina,Balaguer, Patrick,Ito, Keiichi,Roeder, Robert G.,Pochetti, Giorgio,Brunel, Jean Michel. "A Novel N-Substituted Valine Derivative with Unique Peroxisome Proliferator-Activated Receptor γbinding Properties and Biological Activities". . p. 13124 - 13139. Retrieved 2020/12/02.