Inakalant

Base Information

• Chemical Name: Inakalant
• CAS No.: 335619-18-6
• Molecular Formula: C23H34N4O5
• Molecular Weight: 446.545
• European Community (EC) Number: 641-411-0
• UNII: 9GH9N9279T
• NCI Thesaurus Code: C175086
• Wikidata: Q27272525
• Mol file: 335619-18-6.mol

Synonyms:INAKALANT;Inakalant [INN];UNII-9GH9N9279T;9GH9N9279T;335619-18-6;TERT-BUTYL (2-(7-((2S)-3-(4-CYANOPHENOXY)-2-HYDROXYPROPYL)-9-OXA-3,7-DIAZABICYCLO(3.3.1)NON-3-YL)ETHYL)CARBAMATE;Q27272525

Chemical Property of Inakalant

Chemical Property:

• Boiling Point: 635.1±55.0 °C(Predicted)
• PKA: 12.67±0.46(Predicted)
• PSA: 107.29000
• Density: 1.24±0.1 g/cm3(Predicted)
• LogP: 1.47438
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 10
• Exact Mass: 446.25292020
• Heavy Atom Count: 32
• Complexity: 639

Purity/Quality:

INAKALANT 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NCCN1CC2CN(CC(C1)O2)CC(COC3=CC=C(C=C3)C#N)O
• Isomeric SMILES: CC(C)(C)OC(=O)NCCN1C[C@@H]2CN(C[C@H](C1)O2)C[C@@H](COC3=CC=C(C=C3)C#N)O

Technology Process of Inakalant

There total 5 articles about Inakalant 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: 88.0%

→ Inakalant (335619-18-6)

Guidance literature:

In di-isopropyl ether; isopropyl alcohol; at 5 - 65 ℃; for 8.91667h; Purification / work up; tert-butyl 2-{7-[(2S)-3-(4-cyanophenoxy)-2-hydroxypropyl]-9-oxa-3,7- diazabicyclo[3.3.1 ]non-3-yl}ethylcarbamate;

Reference yield: 87.0%

[2-(9-oxa-3,7-diazabicyclo[3.3.1]non-3-yl)-ethyl]-carbamic acid tert-butyl ester 2,4,6-trimethylbenzenesulfonic acid salt + 4-[(2S)-Oxiranylmethoxy]benzonitrile (70987-80-3) → Inakalant (335619-18-6)

Guidance literature:

[2-(9-oxa-3,7-diazabicyclo[3.3.1]non-3-yl)-ethyl]-carbamic acid tert-butyl ester 2,4,6-trimethylbenzenesulfonic acid salt; 4-[(2S)-Oxiranylmethoxy]benzonitrile; With sodium carbonate; In water; at 75 ℃; for 3h;

With sodium hydroxide; In water; toluene; for 0.0833333h;

With Methyl isobutyl carbinol; sodium hydroxide; di-isopropyl ether; more than 3 stages;

Reference yield:

4-[(2S)-Oxiranylmethoxy]benzonitrile (70987-80-3) → tert-butyl (2-{7-[(2S)-3-(4-cyanophenoxy)-2-hydroxypropyl]-9-oxa-3,7-diazabicyclo[3.3.1]non-3-yl}ethyl)carbamate (335619-18-6)

Guidance literature:

[2-(9-oxa-3,7-diazabicyclo[3.3.1]non-3-yl)ethyl]carbamic acid tert-butyl ester 2,4,6-trimethylbenzenesulfonic acid salt; With sodium carbonate; In water; isopropyl alcohol; at 40 ℃; for 0.0833333h;

4-[(2S)-Oxiranylmethoxy]benzonitrile; In water; isopropyl alcohol; at 75 ℃; for 2.28333h;

With sodium hydroxide; In water; toluene; at 30 - 40 ℃; for 0.2h; Product distribution / selectivity;

upstream raw materials:

4-[(2S)-Oxiranylmethoxy]benzonitrile

Refernces

• 1、 -. "NEW PHYSICAL FORM OF N,N′- DISUBSTITUTED OXABISPIDINES". Page/Page column 29-30. . Retrieved 2010/11/25.
• 2、 -. "CHEMICAL INTERMEDIATE". Page 10-11. . Retrieved 2008/06/13.