N-Formylloline

Base Information

Chemical Name:N-Formylloline
CAS No.:38964-33-9
Molecular Formula:C9H14N2O2
Molecular Weight:182.2197
Hs Code.:2933990090
Metabolomics Workbench ID:115823
Wikidata:Q77278957
Mol file:38964-33-9.mol

Synonyms:N-Formylloline;38964-33-9;N-((1S,6R,7R,7aS)-Hexahydro-1H-1,6-epoxypyrrolizin-7-yl)-N-methylformamide;N-methyl-N-[(1R,3S,7S,8R)-2-oxa-6-azatricyclo[4.2.1.03,7]nonan-8-yl]formamide;N-[(2R,3R,3aS,4S,6aS)-Hexahydro-2,4-methano-4H-furo[3,2-b]pyrrol-3-yl]-N-methylformamide;Formamide, N-((2R,3R,3aS,4S,6aS)-hexahydro-2,4-methano-4H-furo(3,2-b)pyrrol-3-yl)-N-methyl-;Formamide, N-(hexahydro-2,4-methano-4H-furo(3,2-b)pyrrol-3-yl)-N-methyl-, (2R-(2alpha,3alpha,3abeta,4alpha,6abeta))-

Suppliers and Price of N-Formylloline

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
N-Formylloline
10mg
$ 9625.00

TRC
N-Formylloline
1mg
$ 1375.00

Medical Isotopes, Inc.
N-Formylloline
0.25 mg
$ 850.00

Total 5 raw suppliers

Chemical Property of N-Formylloline

Chemical Property:

Vapor Pressure:4.68E-05mmHg at 25°C
Boiling Point:349.5°C at 760 mmHg
Flash Point:165.2°C
PSA：32.78000
Density:1.29g/cm³
LogP:-0.12770
Storage Temp.:Hygroscopic, -20°C Freezer, Under inert atmosphere
Solubility.:Chloroform (Slightly), Methanol (Slightly)
XLogP3:-0.4
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:182.105527694
Heavy Atom Count:13
Complexity:246

Purity/Quality:

99% ^*data from raw suppliers

N-Formylloline ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CN(C=O)C1C2CN3C1C(O2)CC3
Isomeric SMILES:CN(C=O)[C@H]1[C@H]2CN3[C@@H]1[C@@H](O2)CC3
Uses N-Formyllonline is a pyrrolizidine alkaloid found in significant concentrations in tall fescue plants. N-Formyllonline, like many pyrrolizidine alkaloids are naturally occuring insect-deterrant compounds for protective purposes. N-Formyllonline have also been found to bind and activate D2 dopamine receptor in cell culture.

Technology Process of N-Formylloline

There total 9 articles about N-Formylloline 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: 81.0%

: 25161-92-6,92469-90-4
(+)-Loline dihydrochloride

: 2258-42-6
formyl acetic anhydride

: 38964-33-9
N-formylloline

Guidance literature:: at 20 ℃; for 8h; Inert atmosphere;
DOI:10.1038/nchem.1072

Reference yield:

: 25161-91-5,103616-00-8,30484-80-1
(+)-Loline

: 38964-33-9
N-formylloline

Guidance literature:: Multi-step reaction with 2 steps

1: hydrogenchloride / methanol / Inert atmosphere

2: 8 h / 20 °C / Inert atmosphere

With hydrogenchloride; In methanol;
DOI:10.1038/nchem.1072

Reference yield:

: C₁₅H₁₇NO₅S

: 38964-33-9
N-formylloline

Guidance literature:: Multi-step reaction with 8 steps

1: lithium azide; water / N,N-dimethyl-formamide / 2.5 h / 130 °C / Inert atmosphere

2: bromine / 0 h / 12 °C / Inert atmosphere; Darkness

3: lithium chloride / N,N-dimethyl-formamide / 6 h / 105 °C / Inert atmosphere

4: potassium carbonate / methanol / 0.17 h / 150 °C / Inert atmosphere; Microwave irradiation

5: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 48 h / 20 °C / Inert atmosphere

6: lithium aluminium tetrahydride / tetrahydrofuran / 8 h / Inert atmosphere; Reflux

7: hydrogenchloride / methanol / Inert atmosphere

8: 8 h / 20 °C / Inert atmosphere

With hydrogenchloride; lithium aluminium tetrahydride; lithium azide; palladium 10% on activated carbon; water; hydrogen; bromine; potassium carbonate; lithium chloride; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1038/nchem.1072