D-Threonine, methyl ester

Base Information

• Chemical Name: D-Threonine, methyl ester
• CAS No.: 82679-55-8
• Molecular Formula: C5H11NO3
• Molecular Weight: 133.147

Synonyms:2-amino-3-hydroxybutyric acid methyl ester;L-allo-threonine methyl ester;DL-Thr-OCH3;2-amino-3-hydroxy-butyric acid methyl ester;(2S,3R)-methyl 2-amino-3-hydroxybutanoate;threonine methyl ester;

Chemical Property of D-Threonine, methyl ester

Chemical Property:

• PSA: 72.55000
• LogP: -0.43220

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of D-Threonine, methyl ester

There total 12 articles about D-Threonine, methyl ester 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: 92.0%

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) → Z-threonine methyl ester (3373-59-9,53216-06-1,68331-48-6,79617-28-0,82679-55-8,118525-51-2)

Guidance literature:

With thionyl chloride; at 0 - 20 ℃;

DOI:10.1016/j.bmcl.2006.12.050

Reference yield: 65.0%

(2S,3R)-methyl 2-((tert-butoxycarbonyl)amino)-3-hydroxybutanoate → Z-threonine methyl ester (3373-59-9,53216-06-1,68331-48-6,79617-28-0,82679-55-8,118525-51-2)

Guidance literature:

With toluene-4-sulfonic acid; In acetone; at 10 - 25 ℃; for 2h;

Reference yield:

methanol (67-56-1) + (3S,6R,1''S)-5-ethoxy-3-(1''-hydroxyethyl)-6-methyl-3,6-dihydro-1H-pyrazine-2-one → (2S,3S)-methyl 2-amino-3-hydroxybutanoate (3373-59-9,53216-06-1,68331-48-6,79617-28-0,82679-55-8,118525-51-2) + L-threonine methyl ester (3373-59-9)

Guidance literature:

Multistep reaction;

DOI:10.1016/S0957-4166(99)00211-6

upstream raw materials:

methanol

(2S,3S)-2-amino-3-hydroxybutanoic acid

DL-threonine

rac-allo-threonine

Downstream raw materials:

(2S,3S)-2-((S)-2-Benzyloxycarbonylamino-3-phenyl-propionylamino)-3-hydroxy-butyric acid methyl ester

Z(OMe)-Pro-Thr-OMe

Z(OMe)-Cys(Ad)-Val-Thr-OMe

Z(OMe)-Phe-Val-Pro-Thr-OMe

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