1-(1-Oxopropyl)aspidospermidine

Base Information

Chemical Name:1-(1-Oxopropyl)aspidospermidine
CAS No.:17472-57-0
Molecular Formula:C₂₂H₃₀N₂O
Molecular Weight:338.493
Hs Code.:
Mol file:17472-57-0.mol

Synonyms:

Suppliers and Price of 1-(1-Oxopropyl)aspidospermidine

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 1 raw suppliers

Chemical Property of 1-(1-Oxopropyl)aspidospermidine

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Uses Demethoxypalosine is used as a reactant in the preparation of (+)-vincadifformine(V756988), (-)-quebrachamine, (+)-aspidospermidine(V416500), (-)-aspidospermine, and (-)-pyrifolidine via diastereoselective intermolecular cycloaddition, amidation cascade, and Fischer indolization.

Technology Process of 1-(1-Oxopropyl)aspidospermidine

There total 11 articles about 1-(1-Oxopropyl)aspidospermidine 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: 87.0%

: 7013-58-3,7689-02-3,32975-45-4,52152-79-1,2912-09-6
(+)-aspidospermidine

: 123-62-6
propionic acid anhydride

: 17472-57-0
(-)-demethoxypalosine

Guidance literature:: With pyridine; at 20 ℃; for 3h;
DOI:10.1021/acs.orglett.7b01292

Reference yield:

: (2S,3aR,4R,7R,7aS)-di-tert-butyl 5-bromo-7-ethyl-8-oxo-2,3,3a,4,7,7a-hexahydro-1H-4,7-(epoxymethano)indole-1,2-dicarboxylate

: 17472-57-0
(-)-demethoxypalosine

Guidance literature:: Multi-step reaction with 10 steps

1.1: trifluoroacetic acid / neat (no solvent) / 5 h / 20 °C

2.1: sodium hydrogencarbonate / tetrahydrofuran; water / 15 h / 20 °C

3.1: [bis(acetoxy)iodo]benzene; iodine / dichloromethane / 2 h / 20 °C / Inert atmosphere; Irradiation

3.2: 0.5 h / Inert atmosphere

4.1: diisobutylaluminium hydride / toluene / 3 h / -78 - -40 °C

4.2: 4 h / Reflux

5.1: triethylamine; palladium 10% on activated carbon; hydrogen / methanol / 8 h / 20 °C

6.1: lithium aluminium tetrahydride / tetrahydrofuran / 10 h / -78 °C / Reflux

7.1: Dess-Martin periodane / dichloromethane / 1 h / 0 - 20 °C

8.1: benzene / 3 h / Reflux

8.2: Reflux

9.1: lithium aluminium tetrahydride / tetrahydrofuran / 12 h / -78 °C / Reflux

10.1: pyridine / 3 h / 20 °C

With pyridine; lithium aluminium tetrahydride; [bis(acetoxy)iodo]benzene; palladium 10% on activated carbon; hydrogen; iodine; diisobutylaluminium hydride; sodium hydrogencarbonate; Dess-Martin periodane; triethylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; water; toluene; benzene; 4.2: |Wittig Olefination / 8.2: |Fischer Indole Synthesis;
DOI:10.1021/acs.orglett.7b01292

Reference yield:

: 1263381-01-6
3-ethyl-5-bromo-2-pyrone

: 17472-57-0
(-)-demethoxypalosine

Guidance literature:: Multi-step reaction with 11 steps

1.1: toluene / 60 h / 110 °C / Inert atmosphere

2.1: trifluoroacetic acid / neat (no solvent) / 5 h / 20 °C

3.1: sodium hydrogencarbonate / tetrahydrofuran; water / 15 h / 20 °C

4.1: [bis(acetoxy)iodo]benzene; iodine / dichloromethane / 2 h / 20 °C / Inert atmosphere; Irradiation

4.2: 0.5 h / Inert atmosphere

5.1: diisobutylaluminium hydride / toluene / 3 h / -78 - -40 °C

5.2: 4 h / Reflux

6.1: triethylamine; palladium 10% on activated carbon; hydrogen / methanol / 8 h / 20 °C

7.1: lithium aluminium tetrahydride / tetrahydrofuran / 10 h / -78 °C / Reflux

8.1: Dess-Martin periodane / dichloromethane / 1 h / 0 - 20 °C

9.1: benzene / 3 h / Reflux

9.2: Reflux

10.1: lithium aluminium tetrahydride / tetrahydrofuran / 12 h / -78 °C / Reflux

11.1: pyridine / 3 h / 20 °C

With pyridine; lithium aluminium tetrahydride; [bis(acetoxy)iodo]benzene; palladium 10% on activated carbon; hydrogen; iodine; diisobutylaluminium hydride; sodium hydrogencarbonate; Dess-Martin periodane; triethylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; water; toluene; benzene; 5.2: |Wittig Olefination / 9.2: |Fischer Indole Synthesis;
DOI:10.1021/acs.orglett.7b01292