D -(+)-THREO -BETA-HYDROXYASPARTIC ACID

Base Information

• Chemical Name: D -(+)-THREO -BETA-HYDROXYASPARTIC ACID
• CAS No.: 16417-36-0
• Molecular Formula: C₄H₇NO₅
• Molecular Weight: 149.103
• Hs Code.: 2922500090
• Mol file: 16417-36-0.mol

Synonyms:Asparticacid, 3-hydroxy-, D-threo- (8CI); D-Aspartic acid, 3-hydroxy-, threo-;(2R,3R)-3-Aminomalic acid; D-threo-3-Hydroxyaspartic acid; D-threo-b-Hydroxyaspartic acid; threo-b-Hydroxy-D-aspartic acid

Chemical Property of D -(+)-THREO -BETA-HYDROXYASPARTIC ACID

Chemical Property:

• PSA: 120.85000
• LogP: -1.45590

Purity/Quality:

98%min ^*data from raw suppliers

(2R,3R)-2-amino-3-hydroxy-succinicacid 98 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of D -(+)-THREO -BETA-HYDROXYASPARTIC ACID

There total 46 articles about D -(+)-THREO -BETA-HYDROXYASPARTIC 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: 87.0%

3-hydroxyaspartic acid (71653-06-0) → 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) + threo-β-hydroxy-D-aspartic acid (1186-90-9,1860-87-3,4294-45-5,5174-55-0,5753-30-0,6532-76-9,7298-98-8,7298-99-9,71653-06-0,81601-40-3,16417-36-0)

Guidance literature:

With L-lysine; In water; for 0.0833333h; Reflux;

DOI:10.1002/anie.201509926

Reference yield: 87.0%

3-hydroxyaspartic acid (71653-06-0) → 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) + threo-β-hydroxy-D-aspartic acid (1186-90-9,1860-87-3,4294-45-5,5174-55-0,5753-30-0,6532-76-9,7298-98-8,7298-99-9,71653-06-0,81601-40-3,16417-36-0)

Guidance literature:

With L-lysine; In water; for 0.0833333h; Reflux;

DOI:10.1002/anie.201509926

Reference yield: 80.0%

DL-threo-β-hydroxyaspartic acid (4294-45-5) → 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)

Guidance literature:

DOI:10.1246/bcsj.56.2994

upstream raw materials:

lower-melting inactive 3-chloro-2-hydroxy-succinic acid

sodium glyoxylate

N-(DL-α-Methyl-benzyl)-erythro-β-hydroxy-DL-asparaginsaeure

(2E)-but-2-enedioic acid

Downstream raw materials:

erythro-β-Hydroxy-DL-asparaginsaeuredimethylester

DL-erythro-3-Hydroxy-asparaginsaeure-4-methylester

erythro-β-hydroxy-D-aspartic acid

2-(S)-amino-3-(R)-hydroxysuccinic acid

Refernces

• 1、 Hardy, Clifford D.,Butler, Alison. "Ambiguity of NRPS Structure Predictions: Four Bidentate Chelating Groups in the Siderophore Pacifibactin". . p. 990 - 997. Retrieved 2019/03/26.
• 2、 Fu, Haigen,Younes, Sabry H. H.,Saifuddin, Mohammad,Tepper, Pieter G.,Zhang, Jielin,Keller, Erik,Heeres, André,Szymanski, Wiktor,Poelarends, Gerrit J.. "Rapid chemoenzymatic route to glutamate transporter inhibitor l-TFB-TBOA and related amino acids". supporting information. p. 2341 - 2344. Retrieved 2017/03/20.