Neothiobinupharidine

Base Information

Chemical Name:Neothiobinupharidine
CAS No.:4850-09-3
Molecular Formula:C30H42N2O2S
Molecular Weight:494.73168
Hs Code.:
ChEMBL ID:CHEMBL138622
DSSTox Substance ID:DTXSID401046194
Metabolomics Workbench ID:123412
Nikkaji Number:J39.523D
Wikidata:Q15425787
Wikipedia:Neothiobinupharidine
Mol file:4850-09-3.mol

Synonyms:neothiobinupharidine

Suppliers and Price of Neothiobinupharidine

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
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Total 0 raw suppliers

Chemical Property of Neothiobinupharidine

Chemical Property:

Melting Point:159-160°C
XLogP3:5.9
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:2
Exact Mass:494.29669976
Heavy Atom Count:35
Complexity:782

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC1CCC(N2C1CCC3(C2)CC4(CCC5C(CCC(N5C4)C6=COC=C6)C)SC3)C7=COC=C7
Isomeric SMILES:C[C@@H]1CC[C@H](N2[C@H]1CC[C@]3(C2)C[C@@]4(CC[C@H]5[C@@H](CC[C@H](N5C4)C6=COC=C6)C)SC3)C7=COC=C7
Description This sulphur-containing alkaloid has been isolated from Nuphar luteurn and shown to have the above structure. It yields well-crystalline salts with mineral acids, e.g. the dihydrobromide which forms long prisms of the tetrahydrate from aqueous EtOH, m.p. l46-9°C; diperchlorate, m.p. 320°C (dec.) and the methiodide, m.p. 240-2°C.

Technology Process of Neothiobinupharidine

There total 15 articles about Neothiobinupharidine 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: 76.0%

: (-)-6,6’-dihydroxyneothiobinupharidine

: 4850-09-3
(-)-neothiobinupharidine

Guidance literature:: With sodium tetrahydroborate; In methanol; at 20 ℃; for 3h; chemoselective reaction;
DOI:10.1002/anie.201503934

Reference yield: 23.8%

: 1418134-80-1
C₁₅H₂₀NO⁽¹⁺⁾*C₂F₃O₂^(1-)

: 67314-63-0
(-)-neothiobinupharidine

: 30343-74-9
thionuphlutine B

: 30343-72-7
thiobinupharidine

: 4850-09-3
(-)-neothiobinupharidine

Guidance literature:: C₁₅H₂₀NO⁽¹⁺⁾*C₂F₃O₂^(1-); With disodium tetrasulfide; In dimethyl sulfoxide; for 6h; Inert atmosphere;

With sodium tetrahydroborate; In methanol; for 0.5h; Solvent; Concentration; Inert atmosphere;
DOI:10.1021/ja310778t

Reference yield:

: 862672-54-6
(5R,6S)-6-allyl-5-methylpiperidin-2-one

: 67314-63-0
(-)-neothiobinupharidine

: 30343-74-9
thionuphlutine B

: 30343-72-7
thiobinupharidine

: 4850-09-3
(-)-neothiobinupharidine

Guidance literature:: Multi-step reaction with 6 steps

1.1: lithium diisopropyl amide; N,N,N,N,N,N-hexamethylphosphoric triamide / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

1.2: 0 - 22 °C

2.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / benzene / Inert atmosphere; Reflux

2.2: 22 °C / Inert atmosphere

3.1: n-butyllithium / diethyl ether; hexane / 0.33 h / -78 °C / Inert atmosphere

3.2: 1.5 h / -78 - 22 °C / Inert atmosphere

3.3: Inert atmosphere

4.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 2 h / 0 °C / Inert atmosphere

5.1: dichloromethane / 2 h / 0 °C / Inert atmosphere

6.1: disodium tetrasulfide / dimethyl sulfoxide / 6 h / Inert atmosphere

6.2: 0.5 h / Inert atmosphere

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; N,N,N,N,N,N-hexamethylphosphoric triamide; disodium tetrasulfide; n-butyllithium; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; dimethyl sulfoxide; benzene;
DOI:10.1021/ja310778t