H-D-ALLO-THR-OME HCL

Base Information

• Chemical Name: H-D-ALLO-THR-OME HCL
• CAS No.: 60538-18-3
• Molecular Formula: C5H11 N O3 . Cl H
• Molecular Weight: 169.608
• Hs Code.: 2922509090
• Mol file: 60538-18-3.mol

Synonyms:D-Allothreonine,methyl ester, hydrochloride (9CI); Methyl D-allo-threoninate hydrochloride

Chemical Property of H-D-ALLO-THR-OME HCL

Chemical Property:

• Melting Point: 95-97 °C
• PSA: 72.55000
• LogP: 0.36980
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

99% ^*data from raw suppliers

H-D-allo-Threonine methyl ester hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: H-D-allo-Threonine Methyl Ester Hydrochloride is used to prepare inhibitors of hepatitis A virus 3C cysteine proteinase.

Technology Process of H-D-ALLO-THR-OME HCL

There total 12 articles about H-D-ALLO-THR-OME HCL 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:

methyl (2R,3R)-3-hydroxy-2-(4-methylphenyl)sulfonamidobutanoate

(2S,3S)-methyl 3-hydroxy-2-(tritylamino)butanoate

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.