Isopilosine

Base Information

Chemical Name:Isopilosine
CAS No.:491-88-3
Molecular Formula:C16H18N2O3
Molecular Weight:286.331
Hs Code.:
European Community (EC) Number:207-745-2
UNII:E82V5ZLP85
DSSTox Substance ID:DTXSID60878020
Nikkaji Number:J74.701G
Wikidata:Q27276987
ChEMBL ID:CHEMBL524663
Mol file:491-88-3.mol

Synonyms:Isopilosine;Carpiline;491-88-3;UNII-E82V5ZLP85;E82V5ZLP85;EINECS 207-745-2;NSC 77211;(3S,4R)-3-[(R)-hydroxy(phenyl)methyl]-4-[(3-methylimidazol-4-yl)methyl]oxolan-2-one;NSC77211;NSC-77211;(3S,4R)-DIHYDRO-3-((R)-HYDROXYPHENYLMETHYL)-4-((1-METHYL-1H-IMIDAZOL-5-YL)METHYL)-2(3H)-FURANONE;(3s,4r)-dihydro-3-[(r)-hydroxyphenylmethyl]-4-[(1-methyl-1h-imidazol-5-yl)methyl]-2(3h)-furanone;CARPIDIN;CARPIDINE;ISOPILOSINE [MI];(+)-ISOPILOSINE;ISOPILOSINE, (+)-;SCHEMBL673285;CHEMBL524663;DTXSID60878020;[3S-[3alpha(S*),4beta]-dihydro-3-(alpha-hydroxybenzyl)-4-[(1-methyl-1H-imidazol-5-yl)methyl]furan-2(3H)-one;BDBM50480316;Q27276987;(3S,4R)-3-[(R)-hydroxy(phenyl)methyl]-4-[(1-methyl-1H-imidazol-5-yl)methyl]oxolan-2-one;(3S,4R)-3-[(R)-hydroxy(phenyl)methyl]-4-[(3-methylimidazol-4-yl)methyl]tetrahydrofuran-2-one;(3S-(3alpha(S*),4beta))-Dihydro-3-(alpha-hydroxybenzyl)-4-((1-methyl-1H-imidazol-5-yl)methyl)furan-2(3H)-one;2(3H)-FURANONE, DIHYDRO-3-((R)-HYDROXYPHENYLMETHYL)-4-((1-METHYL-1H-IMIDAZOL-5-YL)METHYL)-, (3S,4R)-;2(3H)-Furanone, dihydro-3-[(R)-(hydroxyphenylmethyl)-4-[(1-methyl-1H-imidazol-5-yl)methyl]-, (3S,4R)

Suppliers and Price of Isopilosine

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

American Custom Chemicals Corporation
ISOPILOSINE 95.00%
5MG
$ 496.61

AHH
Isopilosine 98%
10g
$ 880.00

Total 8 raw suppliers

Chemical Property of Isopilosine

Chemical Property:

Melting Point:182-182.5°
Refractive Index:1.6320 (estimate)
Boiling Point:428.69°C (rough estimate)
PKA:13.59±0.20(Predicted)
Flash Point:297.5oC
PSA：64.35000
Density:1.1190 (rough estimate)
LogP:1.48540
XLogP3:1.6
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:4
Exact Mass:286.13174244
Heavy Atom Count:21
Complexity:371

Purity/Quality:

98%min ^*data from raw suppliers

ISOPILOSINE 95.00% ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CN1C=NC=C1CC2COC(=O)C2C(C3=CC=CC=C3)O
Isomeric SMILES:CN1C=NC=C1C[C@H]2COC(=O)[C@@H]2[C@H](C3=CC=CC=C3)O
Description A minor alkaloid of Pilocarpus rnicrophyllus which has recently been discovered together with the following base. The structure has been established from the infrared, NMR and mass spectra.

Technology Process of Isopilosine

There total 2 articles about Isopilosine 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:

: 38993-87-2
(3S)-3r-benzoyl-4t-(3-methyl-3H-imidazol-4-ylmethyl)-dihydro-furan-2-one

: 38993-92-9
(3S)-3r-((S)-hydroxy-phenyl-methyl)-4t-(3-methyl-3H-imidazol-4-ylmethyl)-dihydro-furan-2-one

: 491-88-3
pilosine

Guidance literature:: With hydrogen; platinum; In ethanol;
DOI:10.1002/hlca.19720550402

Reference yield:

: 491-88-3
pilosine

Guidance literature:

Reference yield:

: 491-88-3
pilosine

: 92-13-7
pilocarpine

Guidance literature:: Multi-step reaction with 3 steps

2: KOtBu / butan-1-ol / Heating

3: (i) H₂, PtO₂-C, MeOH, (ii) Ac₂O, AcOH, (iii) H₂, PtO₂, MeOH

With potassium tert-butylate; In butan-1-ol;
DOI:10.1002/hlca.19720550402