(4aR,8aS)-decahydroquinoline

Base Information

• Chemical Name: (4aR,8aS)-decahydroquinoline
• CAS No.: 22160-37-8
• Molecular Formula: C₉H₁₇N
• Molecular Weight: 139.241
• European Community (EC) Number: 212-189-9
• DSSTox Substance ID: DTXSID101308587
• Nikkaji Number: J221.349D
• Wikidata: Q107484246
• Mol file: 22160-37-8.mol

Synonyms:trans-Decahydroquinoline;767-92-0;Decahydroquinoline, (E)-;(4aR,8aS)-decahydroquinoline;trans-Decahydrochinolin;(+/-)-trans-decahydroquinoline;SCHEMBL13612540;DTXSID101308587;(4abeta,8aalpha)-Decahydroquinoline;AKOS025295729;22160-37-8

Chemical Property of (4aR,8aS)-decahydroquinoline

Chemical Property:

• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 139.136099547
• Heavy Atom Count: 10
• Complexity: 111

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CCC2C(C1)CCCN2
• Isomeric SMILES: C1CC[C@@H]2[C@@H](C1)CCCN2

Technology Process of (4aR,8aS)-decahydroquinoline

There total 56 articles about (4aR,8aS)-decahydroquinoline 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: 100.0%

quinoline (91-22-5) → decahydroquinoline (767-92-0,10343-99-4,22160-37-8,22160-38-9,105728-23-2,115730-30-8,115730-31-9,150254-00-5,2051-28-7)

Guidance literature:

With Ti₈O₈⁽¹⁴⁺⁾*6C₈H₄O₄^(2-)*4O^(2-)*3.3Li⁽¹⁺⁾*0.7Co⁽²⁺⁾*0.7C₄H₈O*0.7H^(1-); hydrogen; In neat (no solvent); at 160 ℃; for 18h; under 37503.8 Torr;

DOI:10.1021/jacs.7b11241

Reference yield: 86.3%

Na2 + Mn2 O3 + cyclohexanone-2-propionitrile (4594-78-9) → 2-amino-cyclohexanepropylamine (29667-75-2) + decahydroquinoline (767-92-0,10343-99-4,22160-37-8,22160-38-9,105728-23-2,115730-30-8,115730-31-9,150254-00-5,2051-28-7)

Guidance literature:

With ammonia; hydrogen; cobalt;

Reference yield: 69.4%

quinoline (91-22-5) → decahydroisoquinoline (2744-08-3,2744-09-4,6329-61-9) + 1,2,3,4-tetrahydroisoquinoline (635-46-1) + decahydroquinoline (767-92-0,10343-99-4,22160-37-8,22160-38-9,105728-23-2,115730-30-8,115730-31-9,150254-00-5,2051-28-7)

Guidance literature:

With hydrogen; In ethanol; at 100 ℃; for 1h; under 37503.8 Torr; Temperature; Catalytic behavior; Autoclave;

DOI:10.1016/j.jallcom.2020.155203

upstream raw materials:

quinoline

bis-(3,4-dihydro-2H-[1]quinolyl)-diazene

acetic acid

5,6,7,8-tetrahydroquinoline

Downstream raw materials:

2-(3,4-dihydroquinolin-1(2H)-yl)acetonitrile

1-(3,4-dihydro-2H-[1]quinolyl)-1-(2,3,4-trihydroxy-phenyl)-ethanone

3,4-dihydro-2H-quinolin-1-carboxylic acid ethyl ester

1-(4-nitro-benzyl)-1,2,3,4-tetrahydro-quinoline