4-(2-(2-(6,6-Dimethylbicyclo[3.1.1]heptan-2-yl)ethoxy)ethyl)morpholine

Base Information

• Chemical Name: 4-(2-(2-(6,6-Dimethylbicyclo[3.1.1]heptan-2-yl)ethoxy)ethyl)morpholine
• CAS No.: 38284-47-8
• Molecular Formula: C17H31NO2
• Molecular Weight: 281.439
• European Community (EC) Number: 609-541-2
• DSSTox Substance ID: DTXSID301158273
• Nikkaji Number: J24.523B
• Mol file: 38284-47-8.mol

Synonyms:38284-47-8;4-(2-(2-(6,6-Dimethylbicyclo[3.1.1]heptan-2-yl)ethoxy)ethyl)morpholine;4-[2-[2-(6,6-Dimethyl-2-bicyclo[3.1.1]heptanyl)ethoxy]ethyl]morpholine;(1S,2S,5S)-4-[2-[2-(6,6-Dimethylbicyclo[3.1.1]hept-2-yl)ethoxy]ethyl]morpholine;4-[2-(2-{6,6-dimethylbicyclo[3.1.1]heptan-2-yl}ethoxy)ethyl]morpholine;4-[2-[2-(6,6-Dimethylbicyclo[3.1.1]heptan-2-yl)ethoxy]ethyl]morpholine;FPLHEALBGYMFJM-UHFFFAOYSA-N;DTXSID301158273;SS-5173;4-[2-[2-(6,6-Dimethylbicyclo[3.1.1]hept-2-yl)ethoxy]ethyl]morpholine

Chemical Property of 4-(2-(2-(6,6-Dimethylbicyclo[3.1.1]heptan-2-yl)ethoxy)ethyl)morpholine

Chemical Property:

• Vapor Pressure: 2.97E-05mmHg at 25°C
• Boiling Point: 356.2°C at 760 mmHg
• PKA: 6?+-.0.10(Predicted)
• Flash Point: 101.4°C
• PSA: 21.70000
• Density: 0.986g/cm³
• LogP: 2.73550
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 281.235479232
• Heavy Atom Count: 20
• Complexity: 312

Purity/Quality:

99.9% ^*data from raw suppliers

(1S,2S,5S)-4-[2-[2-(6,6-Dimethylbicyclo[3.1.1]hept-2-yl)ethoxy]ethyl]morpholine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C2CCC(C1C2)CCOCCN3CCOCC3)C
• Uses: (1S,2S,5S)-4-[2-[2-(6,6-Dimethylbicyclo[3.1.1]hept-2-yl)ethoxy]ethyl]morpholine, is used for the synthesis of Pinaverium Bromide (P465000), a drug used for functional gastrointestinal disorders.

Technology Process of 4-(2-(2-(6,6-Dimethylbicyclo[3.1.1]heptan-2-yl)ethoxy)ethyl)morpholine

There total 5 articles about 4-(2-(2-(6,6-Dimethylbicyclo[3.1.1]heptan-2-yl)ethoxy)ethyl)morpholine 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: 75.8%

C17H29NO3 → 4-{2-[2-(6,6-dimethyl-norpinan-2-yl)-ethoxy]-ethyl}-morpholine (38284-47-8)

Guidance literature:

With sodium tetrahydroborate; boron trifluoride-tetrahydrofuran complex; In tetrahydrofuran; at 0 ℃; Reagent/catalyst;

Reference yield:

N-chloroacetylmorpholine (1440-61-5) → 4-{2-[2-(6,6-dimethyl-norpinan-2-yl)-ethoxy]-ethyl}-morpholine (38284-47-8)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydride / tetrahydrofuran / 0 - 20 °C

2: sodium tetrahydroborate; boron trifluoride-tetrahydrofuran complex / tetrahydrofuran / 0 °C

With sodium tetrahydroborate; boron trifluoride-tetrahydrofuran complex; sodium hydride; In tetrahydrofuran;

Reference yield:

nopol (128-50-7) → 4-{2-[2-(6,6-dimethyl-norpinan-2-yl)-ethoxy]-ethyl}-morpholine (38284-47-8)

Guidance literature:

Multi-step reaction with 3 steps

1: palladium on activated charcoal; hydrogen / ethanol / 20 °C

2: sodium hydride / tetrahydrofuran / 0 - 20 °C

3: sodium tetrahydroborate; boron trifluoride-tetrahydrofuran complex / tetrahydrofuran / 0 °C

With sodium tetrahydroborate; boron trifluoride-tetrahydrofuran complex; palladium on activated charcoal; hydrogen; sodium hydride; In tetrahydrofuran; ethanol;

upstream raw materials:

N-chloroacetylmorpholine

nopol

dihydronopol

Downstream raw materials:

Pinaverium bromide

4-(2-Bromo-4,5-diethoxy-benzyl)-4-{2-[2-(6,6-dimethyl-bicyclo[3.1.1]hept-2-yl)-ethoxy]-ethyl}-morpholin-4-ium; bromide

4-Benzyl-4-{2-[2-(6,6-dimethyl-bicyclo[3.1.1]hept-2-yl)-ethoxy]-ethyl}-morpholin-4-ium; bromide

Refernces

• 1、 Baronnet,Foussard Blanpin,Bretaudeau,Hubert. "Synthesis and comparative pharmacology of quaternary ammonium derivatives of 6,6 dimethylnorpinane: spasmolytic activity". . p. 182 - 187. Retrieved 2007/10/06.