(2S)-(-)-3-exo-(DiMethylaMino)isonorborneol

Base Information

• Chemical Name: (2S)-(-)-3-exo-(DiMethylaMino)isonorborneol
• CAS No.: 103729-96-0
• Molecular Formula: C₁₂H₂₃NO
• Molecular Weight: 197.321
• Mol file: 103729-96-0.mol

Synonyms:(2S)-(-)-3-exo-(DiMethylaMino)isonorborneol;(2S)-3-exo-(DiMethylaMino)isoborneol;(1R,2S,3R,4S)-3-Dimethylamino-1,7,7- trimethylbicyclo[2.2.1]heptan-2-ol;3-(Dimethylamino)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol

Chemical Property of (2S)-(-)-3-exo-(DiMethylaMino)isonorborneol

Chemical Property:

• Boiling Point: 150 °C(Press: 25 Torr)
• PKA: 14.97±0.70(Predicted)
• PSA: 23.47000
• Density: 1.00±0.1 g/cm3(Predicted)
• LogP: 1.73360

Purity/Quality:

99%min ^*data from raw suppliers

(2S)-3-exo-(Dimethylamino)isoborneol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (2S)-3-exo-(Dimethylamino)isoborneol is the dimethylamino derivative of Isoborneol (I780070), a monoterpene and a component of several plant essential oils, showed dual viricidal activity against herpes simplex virus 1 (HSV-1).

Technology Process of (2S)-(-)-3-exo-(DiMethylaMino)isonorborneol

There total 16 articles about (2S)-(-)-3-exo-(DiMethylaMino)isonorborneol 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%

N-methyl-(1R,2S,6R,7S)-1,10,10-trimethyl-4-oxo-5-aza-3-oxatricyclo[5.2.1.0]decane → (-)-3-exo-(Dimethylamino)isoborneol (103729-96-0)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; Inert atmosphere; Reflux;

DOI:10.15227/orgsyn.079.0130

Reference yield:

(1R,3R,4S)-3-Dimethylamino-1,7,7-trimethyl-bicyclo[2.2.1]heptan-2-one → (-)-3-exo-(Dimethylamino)isoborneol (103729-96-0) + (1R,2R,3R,4S)-3-Dimethylamino-1,7,7-trimethyl-bicyclo[2.2.1]heptan-2-ol

Guidance literature:

With sodium tetrahydroborate; In ethanol;

DOI:10.1016/0040-4039(94)02327-8

Reference yield:

(1S,2S,6R,7R)-1,5,10,10-Tetramethyl-3-oxa-5-aza-tricyclo[5.2.1.02,6]decane → Dimethylamino-3-endo-bornanol-2-endo (21841-39-4,25050-46-8,26620-26-8,31947-09-8,32232-21-6,35972-91-9,59366-50-6,103729-96-0,120330-81-6,120850-86-4)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran;

upstream raw materials:

formaldehyd

(2S)-3-exo-aminoisoborneol

(1R,4S)-3-hydroxyimino-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one

Amino-3-endo-bornanon-2

Refernces

• 1、 White, James D.,Wardrop, Duncan J.,Sundermann, Kurt F.,Neipp, Christopher E.,Martin, Stephen F.. "(2S)-(í)-3-exo-(dimethylamino)isoborneol [(2S)-(í)-daib]: [Bicyclo[2.2.1]heptan-2-ol, 3-(dimethylamino)-1,7,7-trimethyl-, [1R-(exo,exo)]-]". . p. 130 - 130. Retrieved 2017/09/25.