Jasmolin II

Base Information

Chemical Name:Jasmolin II
CAS No.:1172-63-0
Molecular Formula:C22H30 O5
Molecular Weight:374.4706
Hs Code.:
UNII:A0S961SVRW
DSSTox Substance ID:DTXSID0042082
Metabolomics Workbench ID:28035
Nikkaji Number:J108.006G
Wikidata:Q24018184
Mol file:1172-63-0.mol

Synonyms:Jasmolin II;1172-63-0;A0S961SVRW;(1S)-2-methyl-4-oxo-3-[(2Z)-pent-2-en-1-yl]cyclopent-2-en-1-yl (1R,3R)-3-[(1E)-3-methoxy-2-methyl-3-oxoprop-1-en-1-yl]-2,2-dimethylcyclopropanecarboxylate;[(1S)-2-methyl-4-oxo-3-[(Z)-pent-2-enyl]cyclopent-2-en-1-yl] (1R,3R)-3-[(E)-3-methoxy-2-methyl-3-oxoprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate;Jasmoline II;Jasmolin II [BSI:ISO];UNII-A0S961SVRW;Jasmoline II [ISO-French];JASMOLIN II [MI];JASMOLIN II [ISO];SCHEMBL116603;DTXSID0042082;CHEBI:39114;LMPR0102060005;(1R-(1alpha(S*(Z)),3beta(E)))-2-Methyl-4-oxo-3-(2-pentenyl)-2-cyclopenten-1-yl 3-(3-methoxy-2-methyl-3-oxo-1-propenyl)-2,2-dimethylcyclopropanecarboxylate;J-003543;Q24018184;(1S)-2-METHYL-4-OXO-3-(2Z)-2-PENTENYL-2-CYCLOPENTEN-1-YL (1R,3R)-3-((1E)-3-METHOXY-2-METHYL-3-OXO-1-PROPENYL)-2,2-DIMETHYLCYCLOPROPANECARBOXYLATE;(Z)-(S)-2-METHYL-4-OXO-3-(PENT-2-ENYL)CYCLOPENT-2-ENYL (E)-(1R,3R)-3-(2-METHOXYCARBONYLPROP-1-ENYL)-2,2-DIMETHYLCYCLOPROPANECARBOXYLATE;[(1S)-2-methyl-4-oxo-3-[(Z)-pent-2-enyl]cyclopent-2-en-1-yl] (1R,3R)-3-[(E)-3-methoxy-2-methyl-3-oxo-prop-1-enyl]-2,2-dimethyl-cyclopropanecarboxylate;Cyclopropanecarboxylic acid, 3-((1E)-3-methoxy-2-methyl-3-oxo-1-propenyl)-2,2-dimethyl-, (1S)-2-methyl-4-oxo-3-(2Z)-2-pentenyl-2-cyclopenten-1-yl ester, (1R,3R)-;Cyclopropanecarboxylic acid, 3-(3-methoxy-2-methyl-3-oxo-1-propenyl)-2,2-dimethyl-, 2-methyl-4-oxo-3-(2-pentenyl)-2-cyclopenten-1-yl ester, (1R-(1alpha(S*(Z)),3beta(E)))-

Suppliers and Price of Jasmolin II

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
JasmolinII
10mg
$ 10725.00

Total 10 raw suppliers

Chemical Property of Jasmolin II

Chemical Property:

Vapor Pressure:0mmHg at 25°C
Boiling Point:466.5°Cat760mmHg
Flash Point:200.1°C
PSA：69.67000
Density:1.11g/cm³
LogP:4.05830
XLogP3:4.5
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:9
Exact Mass:374.20932405
Heavy Atom Count:27
Complexity:723

Purity/Quality:

98%,99%, ^*data from raw suppliers

JasmolinII ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CCC=CCC1=C(C(CC1=O)OC(=O)C2C(C2(C)C)C=C(C)C(=O)OC)C
Isomeric SMILES:CC/C=C\CC1=C([C@H](CC1=O)OC(=O)[C@@H]2[C@H](C2(C)C)/C=C(\C)/C(=O)OC)C
Uses An active insecticidal constituent of pyrethrum flowers.

Technology Process of Jasmolin II

There total 26 articles about Jasmolin II 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: 57.0%

: C₂₁H₂₈O₅

: 74-88-4
methyl iodide

: 1172-63-0
jasmolin II

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide; at 20 - 25 ℃; for 16h; Inert atmosphere;
DOI:10.1021/acs.joc.9b02767

Reference yield:

: 121-29-9
Pyrethrin II

: 1172-63-0
jasmolin II

: (1S)-2-methyl-4-oxo-3-pentylcyclopent-2-en-1-yl (1R,3R)-3-((E)-3-methoxy-2-methyl-3-oxoprop-1-en-1-yl)-2,2-dimethylcyclopropane-1-carboxylate

Guidance literature:: With copper(ll) sulfate pentahydrate; hydrazine hydrate; acetic acid; In tetrahydrofuran;
DOI:10.1071/CH20302

Reference yield:

: (S,Z)-2-(pent-2-en-1-yl)-4-hydroxy-3-methylcyclopent-2-en-1-one

: 1172-63-0
jasmolin II

Guidance literature:: Multi-step reaction with 3 steps

1.1: 1-methyl-1H-imidazole; p-toluenesulfonyl chloride; N-ethyl-N,N-diisopropylamine / acetonitrile / 0.5 h / 0 - 5 °C / Inert atmosphere

1.2: 2 h / 20 - 25 °C / Inert atmosphere

2.1: sodium dihydrogenphosphate; 2-methyl-but-2-ene; sodium chlorite / water; tert-butyl alcohol / 5 h / 20 - 25 °C

3.1: potassium carbonate / N,N-dimethyl-formamide / 16 h / 20 - 25 °C / Inert atmosphere

With 1-methyl-1H-imidazole; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; potassium carbonate; N-ethyl-N,N-diisopropylamine; p-toluenesulfonyl chloride; In water; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol;
DOI:10.1021/acs.joc.9b02767