4-[(R)-chloro-[(2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]methyl]-6-methoxyquinoline

Base Information

Chemical Name:4-[(R)-chloro-[(2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]methyl]-6-methoxyquinoline
CAS No.:14528-48-4
Molecular Formula:C20H23 Cl N2 O
Molecular Weight:342.868
Hs Code.:2933990090
European Community (EC) Number:238-546-9
DSSTox Substance ID:DTXSID40932553
Mol file:14528-48-4.mol

Synonyms:14528-48-4;EINECS 238-546-9;4-[(R)-chloro-[(2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]methyl]-6-methoxyquinoline;(8alpha,9R)-9-chloro-6/'-methoxycinchonan;(8alpha,9R)-9-Chloro-6'-methoxycinchonan;C20H23ClN2O;C20-H23-Cl-N2-O;9-Chloro-6'-methoxycinchonan;DTXSID40932553

Suppliers and Price of 4-[(R)-chloro-[(2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]methyl]-6-methoxyquinoline

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 4-[(R)-chloro-[(2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]methyl]-6-methoxyquinoline

Chemical Property:

Melting Point:148.5-150 °C
Boiling Point:482.8°Cat760mmHg
PKA:8.84±0.70(Predicted)
Flash Point:245.8°C
PSA：25.36000
Density:1.22g/cm³
LogP:4.35760
XLogP3:4.2
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:4
Exact Mass:342.1498911
Heavy Atom Count:24
Complexity:459

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

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:COC1=CC2=C(C=CN=C2C=C1)C(C3CC4CCN3CC4C=C)Cl
Isomeric SMILES:COC1=CC2=C(C=CN=C2C=C1)[C@H]([C@@H]3C[C@@H]4CCN3C[C@@H]4C=C)Cl

Technology Process of 4-[(R)-chloro-[(2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]methyl]-6-methoxyquinoline

There total 3 articles about 4-[(R)-chloro-[(2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]methyl]-6-methoxyquinoline 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: 38.0%

: 56-54-2,130-95-0,572-59-8,572-60-1,42151-59-7,47342-58-5,72402-50-7,72402-51-8,72402-52-9,72402-53-0,101143-86-6,101143-87-7,101143-88-8,146925-10-2
qunidine

: 14528-48-4
(9R)-9-chloroquinine

Guidance literature:: With phosphorus pentachloride; In chloroform; for 2h; Heating;
DOI:10.1002/(sici)1521-3773(19990903)38:17<2539::aid-anie2539>3.0.co;2-c

Reference yield:

: 130-95-0
quinine

: 14528-48-4
(9R)-9-chloroquinine

Guidance literature:: Multi-step reaction with 3 steps

1: 82 percent / Et₃N / tetrahydrofuran / 4 h / Heating

2: 86 percent / TsOH; H₂O / 0.5 h / Heating

3: 38 percent / PCl₅ / CHCl₃ / 2 h / Heating

With phosphorus pentachloride; water; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; chloroform; 1: Substitution / 2: Hydrolysis / 3: Chlorination;
DOI:10.1002/(sici)1521-3773(19990903)38:17<2539::aid-anie2539>3.0.co;2-c

Reference yield:

: 249731-47-3
quinine 9O-methanesulfonate

: 14528-48-4
(9R)-9-chloroquinine

Guidance literature:: Multi-step reaction with 2 steps

1: 86 percent / TsOH; H₂O / 0.5 h / Heating

2: 38 percent / PCl₅ / CHCl₃ / 2 h / Heating

With phosphorus pentachloride; water; toluene-4-sulfonic acid; In chloroform; 1: Hydrolysis / 2: Chlorination;
DOI:10.1002/(sici)1521-3773(19990903)38:17<2539::aid-anie2539>3.0.co;2-c