Heliotridine, (-)-

Base Information

Chemical Name:Heliotridine, (-)-
CAS No.:74431-30-4
Molecular Formula:C₈H₁₃NO₂
Molecular Weight:155.197
Hs Code.:
UNII:99V95AIA6Z,3BI2RX2HRW
Nikkaji Number:J247.524C

Synonyms:(-)-Heliotridine;(+/-)-Heliotridine;Heliotridine, (-)-;3BI2RX2HRW;Heliotridine, (+/-)-;99V95AIA6Z;1H-Pyrrolizine-7-methanol, 2,3,5,7a-tetrahydro-1-hydroxy-, (1R,7aS)-rel-;1H-Pyrrolizine-7-methanol, 2,3,5,7a-tetrahydro-1-hydroxy-, (1R-cis)-;1H-Pyrrolizine-7-methanol, 2,3,5,7a-tetrahydro-1-hydroxy-, cis-(+/-)-;74431-30-4;91841-01-9;UNII-3BI2RX2HRW;UNII-99V95AIA6Z;SCHEMBL673885

Suppliers and Price of Heliotridine, (-)-

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 0 raw suppliers

Chemical Property of Heliotridine, (-)-

Chemical Property:

XLogP3:-1.3
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:155.094628657
Heavy Atom Count:11
Complexity:191

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:C1CN2CC=C(C2C1O)CO
Isomeric SMILES:C1CN2CC=C([C@H]2[C@@H]1O)CO

Technology Process of Heliotridine, (-)-

There total 10 articles about Heliotridine, (-)- 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:

: 74400-30-9,74400-31-0,115940-22-2
(1R,7aS)-1-Hydroxy-7-hydroxymethyl-1,2,5,7a-tetrahydro-pyrrolizin-3-one

: 480-85-3,520-63-8,16662-45-6,73466-19-0,74431-30-4,91841-01-9,99032-02-7
(+/-)-heliotridine

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; for 4h; Heating;
DOI:10.1021/ja00530a058

Reference yield:

: 74400-36-5
(Z)-3-(Tetrahydro-pyran-2-yloxymethyl)-penta-2,4-dienal

: 480-85-3,520-63-8,16662-45-6,73466-19-0,74431-30-4,91841-01-9,99032-02-7
(+/-)-heliotridine

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) lithium diisopropylamide / 1.) THF, hexamethylphosphoramide, -78 deg C, 2.) -78 deg C -> -25 deg C, 45 min

2: imidazole / dimethylformamide / 12 h / 23 °C

3: 86 percent / benzene / 4.5 h / 80 °C

4: 90 percent / 6percent sodium amalgam, ethanol, Na₂HPO₄ / 5 h / 0 °C

5: triethylamine / CH₂Cl₂ / 0.08 h / 0 °C

6: lithium diisopropylamide / tetrahydrofuran / 1.) -78 deg C -> 23 deg C, 1.5 h, 2.) 23 deg C, 2.5 h

7: 1.) pyridinium p-toluenesulfonate, 2.) tetra-N-butylammonium fluoride / 1.) methanol, reflux, 3 h, 2.) THF, 23 deg C, 5 min

8: lithium aluminium hydride / tetrahydrofuran / 4 h / Heating

With 1H-imidazole; disodium hydrogenphosphate; sodium amalgam; lithium aluminium tetrahydride; ethanol; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1021/ja00530a058

Reference yield:

: 74400-35-4
(Z)-3-(Tetrahydro-pyran-2-yloxymethyl)-penta-2,4-dien-1-ol

: 480-85-3,520-63-8,16662-45-6,73466-19-0,74431-30-4,91841-01-9,99032-02-7
(+/-)-heliotridine

Guidance literature:: Multi-step reaction with 9 steps

1: manganese dioxide, anhydrous Celite / benzene / 48 h / 23 °C

2: 1.) lithium diisopropylamide / 1.) THF, hexamethylphosphoramide, -78 deg C, 2.) -78 deg C -> -25 deg C, 45 min

3: imidazole / dimethylformamide / 12 h / 23 °C

4: 86 percent / benzene / 4.5 h / 80 °C

5: 90 percent / 6percent sodium amalgam, ethanol, Na₂HPO₄ / 5 h / 0 °C

6: triethylamine / CH₂Cl₂ / 0.08 h / 0 °C

7: lithium diisopropylamide / tetrahydrofuran / 1.) -78 deg C -> 23 deg C, 1.5 h, 2.) 23 deg C, 2.5 h

8: 1.) pyridinium p-toluenesulfonate, 2.) tetra-N-butylammonium fluoride / 1.) methanol, reflux, 3 h, 2.) THF, 23 deg C, 5 min

9: lithium aluminium hydride / tetrahydrofuran / 4 h / Heating

With 1H-imidazole; manganese(IV) oxide; disodium hydrogenphosphate; sodium amalgam; lithium aluminium tetrahydride; ethanol; Celite; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1021/ja00530a058