Threonine

Base Information

• Chemical Name: Threonine
• CAS No.: 7013-32-3
• Deprecated CAS: 13095-55-1,36676-50-3,25275-17-6,1043597-96-1,1370710-06-7,154605-64-8,154605-68-2,1644578-86-8,31138-27-9,5090-44-8,1187422-62-3,1043597-96-1,1370710-06-7,154605-64-8,154605-68-2,1644578-86-8,25275-17-6,7004-04-8
• Molecular Formula: C4H9NO3
• Molecular Weight: 119.12
• European Community (EC) Number: 200-774-1
• NSC Number: 760118
• UNII: TFM6DU5S6A,2ZD004190S
• DSSTox Substance ID: DTXSID2046412,DTXSID70893087
• Nikkaji Number: J21.883I
• Wikipedia: Threonine
• Wikidata: Q186521
• NCI Thesaurus Code: C29602
• RXCUI: 10524
• Metabolomics Workbench ID: 37113
• ChEMBL ID: CHEMBL291747
• Mol file: 7013-32-3.mol

Synonyms:L Threonine;L-Threonine;Threonine

Chemical Property of Threonine

Chemical Property:

• Storage Temp.: 2-8°C
• XLogP3: -2.9
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 119.058243149
• Heavy Atom Count: 8
• Complexity: 93.3

Purity/Quality:

Safty Information:

• Hazard Codes: R

MSDS Files:

Useful:

• Chemical Classes: Biological Agents -> Amino Acids and Derivatives
• Canonical SMILES: CC(C(C(=O)O)N)O
• Isomeric SMILES: C[C@H]([C@@H](C(=O)O)N)O

Technology Process of Threonine

There total 479 articles about Threonine 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: 75.0%

(2S,3R)-3-Hydroxy-2-[2-(4-methoxy-phenyl)-2-oxo-ethoxycarbonylamino]-butyric acid (125219-09-2) → L-threonine (72-19-5,134357-96-3,7013-32-3,82822-12-6) + 1-(4-methoxyphenyl)ethanone (100-06-1)

Guidance literature:

In ethanol; at 0 ℃; for 14h; Irradiation;

DOI:10.1016/S0040-4039(00)99608-4

Reference yield: 5.0%

L-threonine methyl ester hydrochloride (39994-75-7) → L-threonine (72-19-5,134357-96-3,7013-32-3,82822-12-6) + (2S,3R)-2-amino-3-hydroxybutanamide (49705-99-9)

Guidance literature:

With ammonium hydroxide;

DOI:10.1021/jo00340a048

Reference yield:

pholipeptin → D-Serine (312-84-5,83245-15-2) + L-threonine (72-19-5,134357-96-3,7013-32-3,82822-12-6) + (R)-leucine (328-38-1,21675-61-6,25248-98-0,70-45-1) + L-isoleucine (73-32-5,959215-79-3,18875-42-8) + (2R)-aspartic acid (1783-96-6,25608-40-6,27881-03-4,32505-46-7,52526-39-3) + L-Aspartic acid (56-84-8,25608-40-6,27881-03-4,32505-46-7,52526-39-3)

Guidance literature:

With hydrogenchloride; at 120 ℃; for 20h; Product distribution;

DOI:10.1021/jo9603993

upstream raw materials:

rac-allo-threonine

N-methyl-threonine

2-Dibenzylamino-3-hydroxy-butyric acid

acetaldehyde

Downstream raw materials:

N-[(2,4-dichloro-phenoxy)-acetyl]-D_s-threonine

N^α-(2,4-Dichlorphenoxyacetyl)-L-threonin

N-benzoyl-D-allothreonine

(2S,3S)-erythro-N-benzoyl-threonine

Refernces

• 1、 An, Jung-Ung,Kim, Haseong,Kwon, Kil Koang,Lee, Dae-Hee,Lee, Hyewon,Lee, Jin-Young,Lee, Seung-Goo,Park, Sung Hyun,Rha, Eugene,Yeom, Soo-Jin. "Single-Cell-Based Screening and Engineering of d -Amino Acid Amidohydrolases Using Artificial Amidophenol Substrates and Microbial Biosensors". . p. 1203 - 1211. Retrieved 2022/01/27.
• 2、 Wan, Xinhua,Wang, Zhaoxu,Ye, Xichong,Zhang, Jie. "Noncovalently Functionalized Commodity Polymers as Tailor-Made Additives for Stereoselective Crystallization". supporting information. p. 20243 - 20248. Retrieved 2021/08/09.