Aspidospermidine, 17-methoxy-

Base Information

Chemical Name:Aspidospermidine, 17-methoxy-
CAS No.:2447-50-9
Molecular Formula:C20H28 N2 O
Molecular Weight:312.455
Hs Code.:
DSSTox Substance ID:DTXSID10179231
Nikkaji Number:J111.466B
Wikidata:Q83049730
Mol file:2447-50-9.mol

Synonyms:Aspidospermidine, 17-methoxy-;Desacetylaspidospermine;(+)-Deacetylaspidospermine;2447-50-9;DTXSID10179231

Suppliers and Price of Aspidospermidine, 17-methoxy-

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 4 raw suppliers

Chemical Property of Aspidospermidine, 17-methoxy-

Chemical Property:

PSA：24.50000
LogP:3.86130
XLogP3:4
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:2
Exact Mass:312.220163521
Heavy Atom Count:23
Complexity:482

Purity/Quality:: 99% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CCC12CCCN3C1C4(CC3)C(CC2)NC5=C4C=CC=C5OC
Isomeric SMILES:CC[C@]12CCCN3[C@H]1[C@@]4(CC3)[C@@H](CC2)NC5=C4C=CC=C5OC

Technology Process of Aspidospermidine, 17-methoxy-

There total 20 articles about Aspidospermidine, 17-methoxy- 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: 53.0%

: 2912-26-7
(+)-dehydrodeacetylaspidospermine

: 2447-50-9
(+)-deacetylaspidospermine

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; at -78 - 45 ℃; for 13h;
DOI:10.1021/acs.orglett.7b01292

Reference yield:

: 466-49-9
aspidospermine

: 2447-50-9
(+)-deacetylaspidospermine

Guidance literature:: With hydrogenchloride;
DOI:10.1021/ja01569a054 DOI:10.1021/jo01074a601

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

: 2447-50-9
(+)-deacetylaspidospermine

Guidance literature:: Multi-step reaction with 9 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: sodium carbonate / ethanol / 0.5 h / 20 °C

8.2: 1 h / 95 °C

9.1: lithium aluminium tetrahydride / tetrahydrofuran / 13 h / -78 - 45 °C

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