1-Aombc

Base Information

• Chemical Name: 1-Aombc
• CAS No.: 141979-80-8
• Molecular Formula: C20H25ClN2O2
• Molecular Weight: 360.88
• DSSTox Substance ID: DTXSID50931279
• Mol file: 141979-80-8.mol

Synonyms:1-AOMBC;N-(1-azabicyclo(2.2.2)octan-3-yl)-8-chloro-2,6-methano-3,4,5,6-tetrahydro-2H-1-benzoxocin-10-carboxamide

Chemical Property of 1-Aombc

Chemical Property:

• Vapor Pressure: 2.02E-07mmHg at 25°C
• Boiling Point: 424.8°Cat760mmHg
• Flash Point: 210.7°C
• PSA: 56.55000
• Density: 1.34g/cm³
• LogP: 4.48880
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 360.1604557
• Heavy Atom Count: 25
• Complexity: 536

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2CC(C1)OC3=C2C(=C(C=C3C(=O)N)Cl)C4CN5CCC4CC5
• Isomeric SMILES: C1C[C@@H]2C[C@H](C1)OC3=C2C(=C(C=C3C(=O)N)Cl)C4CN5CCC4CC5

Technology Process of 1-Aombc

There total 8 articles about 1-Aombc 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: 84.0%

(S)-3-aminoquinuclidine (120570-05-0,781591-76-2) + (1R,9S)-4-Chloro-8-oxa-tricyclo[7.3.1.02,7]trideca-2(7),3,5-triene-6-carbonyl chloride (143137-93-3) → N-<1-azabicyclo<2.2.2>octan-3(S)-yl>-8-chloro-2(S),6(R)-methano-3,4,5,6-tetrahydro-2H-1-benzoxocin-10-carboxamide (141979-80-8)

Guidance literature:

In toluene; at 40 ℃;

DOI:10.1021/jm00083a015

Reference yield:

methyl 5-chloro-3-(3'-cyclohexenyloxy)salicylate (143137-92-2) → N-<1-azabicyclo<2.2.2>octan-3(S)-yl>-8-chloro-2(S),6(R)-methano-3,4,5,6-tetrahydro-2H-1-benzoxocin-10-carboxamide (141979-80-8)

Guidance literature:

Multi-step reaction with 6 steps

1: 71.2 percent / cesium carbonate / 4 h / 155 - 175 °C

2: 351.6 g / concd. sulfuric acid / 1 h / Ambient temperature

3: 100 percent / aq. LiOH / 1.5 h / Heating

5: thionyl chloride / CHCl₃ / 0.75 h / 40 °C

6: 84 percent / toluene / 40 °C

With lithium hydroxide; thionyl chloride; sulfuric acid; caesium carbonate; In chloroform; toluene;

DOI:10.1021/jm00083a015

Reference yield:

methyl 5-chloro-3-(3'-cyclohexenyl)salicylate (125341-29-9) → N-<1-azabicyclo<2.2.2>octan-3(S)-yl>-8-chloro-2(S),6(R)-methano-3,4,5,6-tetrahydro-2H-1-benzoxocin-10-carboxamide (141979-80-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 351.6 g / concd. sulfuric acid / 1 h / Ambient temperature

2: 100 percent / aq. LiOH / 1.5 h / Heating

4: thionyl chloride / CHCl₃ / 0.75 h / 40 °C

5: 84 percent / toluene / 40 °C

With lithium hydroxide; thionyl chloride; sulfuric acid; In chloroform; toluene;

DOI:10.1021/jm00083a015

upstream raw materials:

(S)-3-aminoquinuclidine

(1R,9S)-4-Chloro-8-oxa-tricyclo[7.3.1.0^2,7]trideca-2⁽⁷⁾,3,5-triene-6-carbonyl chloride

methyl 8-chloro-3,4,5,6-tetrahydro-2,6-methano-2H-1-benzoxocin-10-carboxylate

methyl 2-chloro-5a,6,7,8,9,9a-hexahydrodibenzofuran-4-carboxylate

Refernces