1-(3,5-Bis(trifluoromethyl)phenyl)-3-((1R)-(6-methoxyquinolin-4-yl)((2R,4S,5R)-5-vinylquinuclidin-2-yl)methyl)thiourea

Base Information

• Chemical Name: 1-(3,5-Bis(trifluoromethyl)phenyl)-3-((1R)-(6-methoxyquinolin-4-yl)((2R,4S,5R)-5-vinylquinuclidin-2-yl)methyl)thiourea
• CAS No.: 852913-25-8
• Molecular Formula: C29H28F6N4OS
• Molecular Weight: 594.624
• Hs Code.: 29339900
• European Community (EC) Number: 635-378-1
• DSSTox Substance ID: DTXSID20479698
• Nikkaji Number: J2.908.128J,J2.178.289K
• Mol file: 852913-25-8.mol

Synonyms:852913-25-8;1-(3,5-Bis(trifluoromethyl)phenyl)-3-((1R)-(6-methoxyquinolin-4-yl)((2R,4S,5R)-5-vinylquinuclidin-2-yl)methyl)thiourea;N-[3,5-Bis(trifluoromethyl)phenyl]-N'-[(9R)-6'-methoxycinchonan-9-yl]thiourea;1-[3,5-bis(trifluoromethyl)phenyl]-3-[(R)-[(2R,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methyl]thiourea;SCHEMBL15543497;SCHEMBL18202128;DTXSID20479698;IQMKPBFOEWWDIQ-ZRJNXXGPSA-N;N-[3,5-bis(trifluoroMethyl)phenyl]-N'-[(9R)-6'-Methoxycinchonan-9-yl]- Thiourea;AKOS016004079;CS-16162;CS-0091876;D75249;N-[3 pound not5-Bis(trifluoromethyl)phenyl]-N'-[(9R)-6'-methoxycinchonan-9-yl]thiourea;N-[3,5-Bis(trifluoromethyl)phenyl]-N'-[(3alpha)-6'-methoxycinchonan-9-yl]thiourea;N-[3,5-Bis(trifluoromethyl)phenyl]-N'-[(9R)-6'-methoxy-9-cinchonanyl]thiourea, >=90.0%;N-[3,5-Bis(trifluoromethyl)phenyl]-N-[(9R)-6-methoxycinchonan-9-yl]thiourea;1-[3,5-bis(trifluoromethyl)phenyl]-3-[(R)-[(1S,2R,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl](6-methoxyquinolin-4-yl)methyl]thiourea

Chemical Property of 1-(3,5-Bis(trifluoromethyl)phenyl)-3-((1R)-(6-methoxyquinolin-4-yl)((2R,4S,5R)-5-vinylquinuclidin-2-yl)methyl)thiourea

Chemical Property:

• Melting Point: 150 °C (decomp)
• Boiling Point: 598.2±60.0 °C(Predicted)
• PKA: 11.39±0.70(Predicted)
• PSA: 81.51000
• Density: 1.39±0.1 g/cm3(Predicted)
• LogP: 7.60690
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 6.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 6
• Exact Mass: 594.18880168
• Heavy Atom Count: 41
• Complexity: 912

Purity/Quality:

97% ^*data from raw suppliers

N-[3,5-Bis(trifluoromethyl)phenyl]-N′-[(9R)-6′-methoxy-9-cinchonanyl]thiourea ≥90.0% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=C(C=CN=C2C=C1)C(C3CC4CCN3CC4C=C)NC(=S)NC5=CC(=CC(=C5)C(F)(F)F)C(F)(F)F
• Isomeric SMILES: COC1=CC2=C(C=CN=C2C=C1)[C@H]([C@H]3C[C@@H]4CCN3C[C@@H]4C=C)NC(=S)NC5=CC(=CC(=C5)C(F)(F)F)C(F)(F)F
• Uses: N-[3,5-Bis(trifluoromethyl)phenyl]-N′-[(9R)-6′-methoxy-9-cinchonanyl]thiourea may be used to catalyze the formation of optically active Mannich adducts from stable N-carbamate amido sulfones via enantioselective Mannich reaction.

Technology Process of 1-(3,5-Bis(trifluoromethyl)phenyl)-3-((1R)-(6-methoxyquinolin-4-yl)((2R,4S,5R)-5-vinylquinuclidin-2-yl)methyl)thiourea

There total 3 articles about 1-(3,5-Bis(trifluoromethyl)phenyl)-3-((1R)-(6-methoxyquinolin-4-yl)((2R,4S,5R)-5-vinylquinuclidin-2-yl)methyl)thiourea 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:

quinidine (56-54-2) → 1-(3,5-bis(trifluoromethyl)phenyl)-3-((R)-(6-methoxyquinolin-4-yl)((1S,2R,4S,5R)-5-vinylquinuclidin-2-yl)methyl)thiourea (852913-25-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: diphenyl phosphoryl azide; triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 0 - 50 °C

2.1: triphenylphosphine / 15 h / 50 °C

2.2: 24 h / 20 °C

3.1: tetrahydrofuran / 20 °C

With diphenyl phosphoryl azide; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran;

DOI:10.1021/ja207322d

Reference yield:

3,5-bistrifluoromethylphenylisothiocyanate (23165-29-9) + 9-amino-9-deoxyepiquinidine (287979-82-2) → 1-(3,5-bis(trifluoromethyl)phenyl)-3-((R)-(6-methoxyquinolin-4-yl)((1S,2R,4S,5R)-5-vinylquinuclidin-2-yl)methyl)thiourea (852913-25-8)

Guidance literature:

In tetrahydrofuran; at 20 ℃;

Reference yield:

(8R,9R)-9-azido-(9-deoxy)epiquinidine (866140-03-6) → 1-(3,5-bis(trifluoromethyl)phenyl)-3-((R)-(6-methoxyquinolin-4-yl)((1S,2R,4S,5R)-5-vinylquinuclidin-2-yl)methyl)thiourea (852913-25-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triphenylphosphine / 15 h / 50 °C

1.2: 24 h / 20 °C

2.1: tetrahydrofuran / 20 °C

With triphenylphosphine; In tetrahydrofuran;

DOI:10.1021/ja207322d

upstream raw materials:

(8R,9R)-9-azido-(9-deoxy)epiquinidine

quinidine

3,5-bistrifluoromethylphenylisothiocyanate

9-amino-9-deoxyepiquinidine