(R)-3-hydroxy-L-glutamic acid

Base Information

• Chemical Name: (R)-3-hydroxy-L-glutamic acid
• CAS No.: 6208-98-6
• Molecular Formula: C5H9NO5
• Molecular Weight: 163.13
• UNII: 880390895E,617023YYQ5
• DSSTox Substance ID: DTXSID60447578
• Nikkaji Number: J466.964I
• Wikidata: Q27120925
• Metabolomics Workbench ID: 56891

Synonyms:6208-98-6;(R)-3-hydroxy-L-glutamic acid;L-Glutamic acid, 3-hydroxy-, (3R)-;Threo-3-hydroxyglutamic acid;(3R)-3-hydroxy-L-glutamic acid;(2S,3R)-2-Amino-3-hydroxypentanedioic acid;L-Glutamic acid, 3-hydroxy-, threo-;Glutamic acid, 3-hydroxy-, DL-threo-;Hydroxyglutamic acid DL-threo-form [MI];Hydroxyglutamic acid L-threo-isomer [MI];D-Glutamic acid, 3-hydroxy-, (3S)-rel-;UNII-617023YYQ5;L-Threo-beta-hydroxyglutamic acid;Threo-beta-hydroxy-L-glutamic acid;Threo-beta-hydroxy-DL-glutamic acid;UNII-880390895E;beta-Hydroxy-L-glutamic acid, threo-;617023YYQ5;beta-Hydroxy-DL-glutamic acid, threo-;Threo-beta-hydroxy-L-glutamic acid, (+)-;17093-76-4;880390895E;(2S,3R)-2-amino-3-hydroxypentanedioic acid (non-preferred name);CHEBI:48063;DTXSID60447578;L-THREO-.BETA.-HYDROXYGLUTAMIC ACID;(2S,3R)-2-Amino-3-hydroxypentanedioicacid;THREO-.BETA.-HYDROXY-L-GLUTAMIC ACID;THREO-.BETA.-HYDROXY-DL-GLUTAMIC ACID;.BETA.-HYDROXY-L-GLUTAMIC ACID, THREO-;.BETA.-HYDROXY-DL-GLUTAMIC ACID, THREO-;Q27120925;THREO-.BETA.-HYDROXY-L-GLUTAMIC ACID, (+)-

Chemical Property of (R)-3-hydroxy-L-glutamic acid

Chemical Property:

• XLogP3: -4.5
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 163.04807239
• Heavy Atom Count: 11
• Complexity: 168

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C(C(C(=O)O)N)O)C(=O)O
• Isomeric SMILES: C([C@H]([C@@H](C(=O)O)N)O)C(=O)O

Technology Process of (R)-3-hydroxy-L-glutamic acid

There total 25 articles about (R)-3-hydroxy-L-glutamic acid 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:

Neopeptin A (83855-20-3) → 2,3-diaminopropanoic acid (515-94-6) + L-Aspartic acid (56-84-8,25608-40-6,27881-03-4,32505-46-7,52526-39-3) + threo-β-hydroxy-L-glutamic acid (threo-L-BHGA) (6208-98-6) + N-Methyl-L-phenylalanine (2566-30-5) + N-methyl-L-aspartic acid (4226-18-0) + (2S,3R)-2-amino-3-methylpentanedioic acid (33511-69-2,274255-87-7)

Guidance literature:

With hydrogenchloride; hydrogen; platinum(IV) oxide; Product distribution; 1.) 4 atm; 2.) 110 deg C;

DOI:10.1080/00021369.1986.10867376

Reference yield:

stellettapeptin A → N-methylalanine (3913-67-5) + (2S,3S)-2-amino-3-hydroxybutanoic acid (28954-12-3,134357-96-3,7013-32-3,82822-12-6) + L-leucine (61-90-5,21675-61-6,25248-98-0,70-45-1) + threo-β-hydroxy-L-glutamic acid (threo-L-BHGA) (6208-98-6) + (2S,3S,4R)-3,4-diMeGlu + L-threo-3-hydroxyaspartic acid (1186-90-9,1860-87-3,4294-45-5,5174-55-0,5753-30-0,6532-76-9,7298-98-8,7298-99-9,16417-36-0,71653-06-0,81601-40-3) + N-methyl-L-glutamic acid (6753-62-4,77481-28-8)

Guidance literature:

With hydrogenchloride; water; at 110 ℃; for 16h; Sealed tube;

DOI:10.1016/j.tetlet.2015.05.058

Reference yield:

FR901469 hydrochloride → threo-β-hydroxy-L-glutamic acid (threo-L-BHGA) (6208-98-6) + (R)-β-hydroxypalmitic acid (928-17-6,2398-34-7,83780-74-9,20595-04-4) + trans-3-hydroxy-L-proline (4298-08-2) + 4R-4-hydroxyproline (51-35-4,30724-02-8)

Guidance literature:

With hydrogenchloride; at 110 ℃; for 16h;

DOI:10.7164/antibiotics.54.588

upstream raw materials:

Neopeptin A

Neopeptin B

Neopeptin C

DL-threo-N-acetyl-3-hydroxy-glutamic acid diethyl ester

Downstream raw materials:

betaine

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