Gelsemicine

Base Information

Chemical Name:Gelsemicine
CAS No.:6887-28-1
Molecular Formula:C₂₀H₂₆N₂O₄
Molecular Weight:358.437
Hs Code.:
DSSTox Substance ID:DTXSID20420145
Wikidata:Q27106706
ChEMBL ID:CHEMBL523430

Synonyms:GELSEMICINE;6887-28-1;CHEBI:5293;(1R,2S,4S,6R,7R,8S)-6-ethyl-1',6'-dimethoxyspiro[10-oxa-5-azatricyclo[5.3.1.04,8]undecane-2,3'-indole]-2'-one;CHEMBL523430;C09203;DTXSID20420145;Q27106706

Suppliers and Price of Gelsemicine

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 5 raw suppliers

Chemical Property of Gelsemicine

Chemical Property:

Melting Point:171 °C(Solv: acetone (67-64-1))
Boiling Point:504.0±60.0 °C(Predicted)
PKA:10.41±0.40(Predicted)
PSA：60.03000
Density:1.29±0.1 g/cm3(Predicted)
LogP:2.41020
XLogP3:1.9
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:3
Exact Mass:358.18925731
Heavy Atom Count:26
Complexity:586

Purity/Quality:: 98% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CCC1C2CC3C4(CC(C2CO3)N1)C5=C(C=C(C=C5)OC)N(C4=O)OC
Isomeric SMILES:CC[C@@H]1[C@@H]2C[C@@H]3[C@]4(C[C@@H]([C@H]2CO3)N1)C5=C(C=C(C=C5)OC)N(C4=O)OC

Technology Process of Gelsemicine

There total 10 articles about Gelsemicine 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:

: 132058-77-6
C₁₉H₂₂N₂O₃

: 6887-28-1
gelsemicine

Guidance literature:: Multi-step reaction with 7 steps

1: 98 percent / H₂ / PtO₂ / ethanol / 1 h / Ambient temperature

2: pyridine; CH₂Cl₂ / 1 h / Ambient temperature

3: 1.) BH₃*SMe₂, 2.) trimethylamine N-oxide dihydrate / 1.) THF, reflux, 6 h, 2.) CH₃OH, reflux, 2 h

4: 63 percent / Na₂WO₄*2H₂O, H₂NCONH₂*H₂O₂ / methanol; H₂O / 3 h / Ambient temperature

5: 1.) Pb(OAc)4, 2.) K₂CO₃ / 1.) CH₂Cl₂, -15 - 0 deg C, 4 h, 2.) MeOH, room temperature, 30 min

6: 65 percent / diethyl ether; methanol / 1.5 h / Ambient temperature

7: Zn / acetic acid / 18 h / Ambient temperature

With lead(IV) acetate; sodium tungstate; trimethylamine-N-oxide; dimethylsulfide borane complex; hydrogen; urea hydrogen peroxide adduct; potassium carbonate; zinc; platinum(IV) oxide; In pyridine; methanol; diethyl ether; ethanol; dichloromethane; water; acetic acid;

Reference yield:

: 158549-20-3
C₂₀H₂₆N₂O₄

: 6887-28-1
gelsemicine

Guidance literature:: Multi-step reaction with 8 steps

1: 41 percent / NaIO₄ / H₂O; methanol / 0.5 h / Ambient temperature

2: 98 percent / H₂ / PtO₂ / ethanol / 1 h / Ambient temperature

3: pyridine; CH₂Cl₂ / 1 h / Ambient temperature

4: 1.) BH₃*SMe₂, 2.) trimethylamine N-oxide dihydrate / 1.) THF, reflux, 6 h, 2.) CH₃OH, reflux, 2 h

5: 63 percent / Na₂WO₄*2H₂O, H₂NCONH₂*H₂O₂ / methanol; H₂O / 3 h / Ambient temperature

6: 1.) Pb(OAc)4, 2.) K₂CO₃ / 1.) CH₂Cl₂, -15 - 0 deg C, 4 h, 2.) MeOH, room temperature, 30 min

7: 65 percent / diethyl ether; methanol / 1.5 h / Ambient temperature

8: Zn / acetic acid / 18 h / Ambient temperature

With lead(IV) acetate; sodium tungstate; sodium periodate; trimethylamine-N-oxide; dimethylsulfide borane complex; hydrogen; urea hydrogen peroxide adduct; potassium carbonate; zinc; platinum(IV) oxide; In pyridine; methanol; diethyl ether; ethanol; dichloromethane; water; acetic acid;

Reference yield:

: 132058-72-1
C₂₃H₂₅Cl₃N₂O₅

: 6887-28-1
gelsemicine

Guidance literature:: Multi-step reaction with 12 steps

1: 1.) OsO₄, 2.) NaBH₄ / 1.) THF, pyridine, -15 - 0 deg C, 40 min, 2.) MeOH, room temperature, 20 min

2: 97 percent / pyridine; CH₂Cl₂ / 1 h / Ambient temperature

3: 93 percent / K₂CO₃ / methanol / 0.5 h / 0 °C

4: 82 percent / Zn / acetic acid / 4.5 h / Ambient temperature

5: 41 percent / NaIO₄ / H₂O; methanol / 0.5 h / Ambient temperature

6: 98 percent / H₂ / PtO₂ / ethanol / 1 h / Ambient temperature

7: pyridine; CH₂Cl₂ / 1 h / Ambient temperature

8: 1.) BH₃*SMe₂, 2.) trimethylamine N-oxide dihydrate / 1.) THF, reflux, 6 h, 2.) CH₃OH, reflux, 2 h

9: 63 percent / Na₂WO₄*2H₂O, H₂NCONH₂*H₂O₂ / methanol; H₂O / 3 h / Ambient temperature

10: 1.) Pb(OAc)4, 2.) K₂CO₃ / 1.) CH₂Cl₂, -15 - 0 deg C, 4 h, 2.) MeOH, room temperature, 30 min

11: 65 percent / diethyl ether; methanol / 1.5 h / Ambient temperature

12: Zn / acetic acid / 18 h / Ambient temperature

With lead(IV) acetate; sodium tetrahydroborate; sodium tungstate; sodium periodate; osmium(VIII) oxide; trimethylamine-N-oxide; dimethylsulfide borane complex; hydrogen; urea hydrogen peroxide adduct; potassium carbonate; zinc; platinum(IV) oxide; In pyridine; methanol; diethyl ether; ethanol; dichloromethane; water; acetic acid;