alpha-Allokainic acid

Base Information

Chemical Name:alpha-Allokainic acid
CAS No.:4071-39-0
Deprecated CAS:642-87-5,51888-61-0
Molecular Formula:C10H15NO4
Molecular Weight:213.233
Hs Code.:
DSSTox Substance ID:DTXSID601167025
Nikkaji Number:J14.436C
Wikidata:Q27155312
Metabolomics Workbench ID:123691
ChEMBL ID:CHEMBL1598042
Mol file:4071-39-0.mol

Synonyms:(+)-alpha-allokainic acid;allokainic acid;alpha-allokainic acid

Suppliers and Price of alpha-Allokainic 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

Total 3 raw suppliers

Chemical Property of alpha-Allokainic acid

Chemical Property:

Vapor Pressure:5.74E-09mmHg at 25°C
Melting Point:237-238 °C (decomp)(Solv: water (7732-18-5))
Boiling Point:439.9°Cat760mmHg
PKA:2.03±0.60(Predicted)
Flash Point:219.8°C
PSA：86.63000
Density:1.22g/cm³
LogP:0.65480
XLogP3:-1.8
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:4
Exact Mass:213.10010796
Heavy Atom Count:15
Complexity:300

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC(=C)C1CNC(C1CC(=O)O)C(=O)O
Isomeric SMILES:CC(=C)[C@@H]1CN[C@@H]([C@H]1CC(=O)O)C(=O)O

Technology Process of alpha-Allokainic acid

There total 169 articles about alpha-Allokainic 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: 80.0%

: 3-carboxymethyl-4-isopropenyl-1-(toluene-4-sulfonyl)-pyrrolidine-2-carboxylic acid

: 487-79-6,4071-39-0,59905-23-6,62137-25-1,69684-81-7,73209-05-9,88199-98-8,92219-21-1,132341-34-5,132341-35-6
(+/-)-α-kainic acid

Guidance literature:: With lithium; In tetrahydrofuran; ammonia; at -78 ℃; for 0.5h;
DOI:10.1021/ja043097o

Reference yield:

: 1-(tert-butyl) 2-methyl (2S,3S)-3-(2-(tert-butoxy)-2-oxoethyl)-4-(prop-1-en-2-yl)pyrrolidine-1,2-dicarboxylate

: 487-79-6
(-)-kainic acid

: 4071-39-0
(+)-allokainic acid

Guidance literature:: 1-(tert-butyl) 2-methyl (2S,3S)-3-(2-(tert-butoxy)-2-oxoethyl)-4-(prop-1-en-2-yl)pyrrolidine-1,2-dicarboxylate; With lithium hydroxide; In methanol; water; at 20 ℃; for 5h;

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 3h; Overall yield = 81 %; Overall yield = 273 mg; Inert atmosphere;
DOI:10.1021/acs.joc.8b00179

Reference yield:

: 40216-83-9
L-4-hydroxyproline methyl ester hydrochloride

: 4071-39-0
(+)-allokainic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: chloro-trimethyl-silane; triethylamine; lead(II) nitrate; citric acid / methanol; dichloromethane

2.1: N,N,N,N,N,N-hexamethylphosphoric triamide; sodium iodide / tetrahydrofuran / 3 h / -41 °C

3.1: cerium(III) chloride bis(lithium chloride) / tetrahydrofuran / 0.25 h / -78 °C

3.2: 2 h / 78 °C

4.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.33 h / -78 °C / Inert atmosphere

4.2: 2 h / Inert atmosphere

5.1: palladium diacetate; triphenylphosphine; ammonium formate / tetrahydrofuran / 0.5 h / 60 °C

6.1: triethylsilane; trifluoroacetic acid / dichloromethane / 7 h / 20 °C / Inert atmosphere

With triethylsilane; N,N,N,N,N,N-hexamethylphosphoric triamide; chloro-trimethyl-silane; lead(II) nitrate; cerium(III) chloride bis(lithium chloride); ammonium formate; palladium diacetate; triethylamine; triphenylphosphine; trifluoroacetic acid; citric acid; sodium iodide; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; dichloromethane; 1.2: |Swern Oxidation;
DOI:10.1021/acs.joc.8b00179