(2R,4R)-4-aminopyrrolidine-2,4-dicarboxylic acid

Base Information

Chemical Name:(2R,4R)-4-aminopyrrolidine-2,4-dicarboxylic acid
CAS No.:169209-63-6
Molecular Formula:C6H10N2O4
Molecular Weight:174.15500
Hs Code.:
DSSTox Substance ID:DTXSID10415500
Nikkaji Number:J686.342F
Wikidata:Q27071908
Pharos Ligand ID:8ASHG2WQYJ7V
Metabolomics Workbench ID:56366
ChEMBL ID:CHEMBL40086
Mol file:169209-63-6.mol

Synonyms:2R,4R-4-aminopyrrolidine-2,4-dicarboxylate;2R,4R-APDC;4-aminopyrrolidine-2,4-dicarboxylic acid;ACPT-III

Suppliers and Price of (2R,4R)-4-aminopyrrolidine-2,4-dicarboxylic acid

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

TRC
(2R,4R)-APDC
2.5mg
$ 130.00

TRC
(2R,4R)-APDC
1mg
$ 65.00

Tocris
(2R,4R)-APDC ≥98%(HPLC)
50
$ 1071.00

Tocris
(2R,4R)-APDC ≥98%(HPLC)
10
$ 255.00

Sigma-Aldrich
2R, 4R-APDC monohydrate ≥98% (HPLC)
5mg
$ 124.00

ChemScene
(2R,4R)-APDC
5mg
$ 330.00

ChemScene
(2R,4R)-APDC
10mg
$ 550.00

ApexBio Technology
(2R,4R)-APDC
10mg
$ 385.00

ApexBio Technology
(2R,4R)-APDC
50mg
$ 1620.00

American Custom Chemicals Corporation
(2R,4R)-APDC 95.00%
5G
$ 11294.40

Total 10 raw suppliers

Chemical Property of (2R,4R)-4-aminopyrrolidine-2,4-dicarboxylic acid

Chemical Property:

PSA：112.65000
LogP:-0.75590
Storage Temp.:Desiccate at RT
Solubility.:H2O: ≥2mg/mL
XLogP3:-6.5
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:2
Exact Mass:174.06405680
Heavy Atom Count:12
Complexity:230

Purity/Quality:

97% ^*data from raw suppliers

(2R,4R)-APDC ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:Xn
Statements: 22-36/37/38
Safety Statements: 26

MSDS Files:: Total 1 MSDS from other Authors

Useful:

Canonical SMILES:C1C(NCC1(C(=O)O)N)C(=O)O
Isomeric SMILES:C1[C@@H](NC[C@]1(C(=O)O)N)C(=O)O
Uses (2R,4R)-APDC is a potent and selective group II metabotropic glutamate receptor agonist (1,2). It has been shown that (2R,4R)-APDC decrease cell proliferation in the dentate gyrus of adult rats (1).

Technology Process of (2R,4R)-4-aminopyrrolidine-2,4-dicarboxylic acid

There total 14 articles about (2R,4R)-4-aminopyrrolidine-2,4-dicarboxylic 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: 76.0%

: 171336-76-8
(2R,4R) 4-amino-1-(benzyl)-pyrrolidine-2,4-dicarboxylic acid

: 169209-63-6,171336-79-1,171336-80-4,171336-81-5
(2R,4R)-4-amino-4-carboxyproline

Guidance literature:: With hydrogen; palladium hydroxide - carbon; In acetic acid; for 10h; under 2280 Torr; Ambient temperature;
DOI:10.1016/0957-4166(95)00209-8

Reference yield: 48.0%

: 188966-63-4
(5R,8R)-2,4-Dioxo-1,3,7-triaza-spiro[4.4]nonane-8-carboxylic acid ethyl ester

: 169209-63-6,171336-79-1,171336-80-4,171336-81-5
(2R,4R)-4-amino-4-carboxyproline

: 171336-79-1,171336-80-4,171336-81-5
(2S,4R)-4-aminopyrrolidine-2,4-dicarboxylic acid

Guidance literature:: With hydrogenchloride; for 27.5h; Heating;
DOI:10.1016/S0960-894X(97)00068-1

Reference yield:

: 171192-74-8
(2R)-ethyl N¹-benzyl-4-oxopyrrolidine-2-carboxylate

: 169209-63-6,171336-79-1,171336-80-4,171336-81-5
(2R,4R)-4-amino-4-carboxyproline

Guidance literature:: Multi-step reaction with 5 steps

1: ethanol; H₂O / 48 h / 55 °C

2: 1.) aq. NaOH, 2.) SOCl₂ / 1.) reflux, overnight, 2.) reflux, 3 d

3: 100 percent / CH₂Cl₂ / Ambient temperature

4: 85 percent / H₂ / 5percent Pd/C / ethanol / 4 h / 3102.9 Torr / Ambient temperature

5: 1.) HCl (gas), 2.) 1 N aq. NaOH / 1.) Et₂O, RT, 1 h, 2.) THF, RT, overnight

With hydrogenchloride; sodium hydroxide; thionyl chloride; hydrogen; palladium on activated charcoal; In ethanol; dichloromethane; water;
DOI:10.1021/jm9601765