(2R,6R)-2,6-Dimethylmorpholine

Base Information

• Chemical Name: (2R,6R)-2,6-Dimethylmorpholine
• CAS No.: 171753-74-5
• Molecular Formula: C6H13NO
• Molecular Weight: 115.175
• Hs Code.: 2934999090
• European Community (EC) Number: 613-701-7,878-140-4
• UNII: S632XG138S
• DSSTox Substance ID: DTXSID101308806
• Nikkaji Number: J3.483.824K
• Wikidata: Q27288706
• Mol file: 171753-74-5.mol

Synonyms:(2R,6R)-2,6-Dimethylmorpholine;171753-74-5;trans-2,6-Dimethylmorpholine;6485-45-6;(2R,6R)-2,6-Dimethyl-morpholine;Morpholine, 2,6-dimethyl-, (2R,6R)-;Morpholine, 2,6-dimethyl-, (2R-trans)-;2,6-Dimethylmorpholine, (2R,6R)-;(2R-Trans)-2,6-dimethylmorpholine;UNII-S632XG138S;S632XG138S;Morpholine, 2,6-dimethyl-, (2R,6R)-rel-;MFCD18250270;trans 2,6-dimethylmorpholine;SCHEMBL579356;2alpha,6beta-Dimethylmorpholine;(R,R)-2,6-dimethylmorpholine;HNVIQLPOGUDBSU-PHDIDXHHSA-N;DTXSID101308806;AMY19631;AKOS016843330;rac-(2R,6R)-2,6-dimethylmorpholine;AC-31124;DS-16818;CS-0088046;EN300-3086679;EN300-5256374;A853166;A881911;Q27288706;Trans 2,6-dimethyl morpholine

Chemical Property of (2R,6R)-2,6-Dimethylmorpholine

Chemical Property:

• Boiling Point: 147℃
• PKA: 9.04±0.60(Predicted)
• Flash Point: 49℃
• PSA: 21.26000
• Density: 0.862
• LogP: 0.71200
• Storage Temp.: 2-8°C
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 115.099714038
• Heavy Atom Count: 8
• Complexity: 66.9

Purity/Quality:

99%Min.. ^*data from raw suppliers

(2R,6R)-2,6-dimethylmorpholine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CNCC(O1)C
• Isomeric SMILES: C[C@@H]1CNC[C@H](O1)C

Technology Process of (2R,6R)-2,6-Dimethylmorpholine

There total 6 articles about (2R,6R)-2,6-Dimethylmorpholine 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: 96.6%

(2R,6R)-4-Benzyl-2,6-dimethyl-morpholine (171753-77-8) → (2R,6R)-2,6-dimethylmorpholine (171753-74-5)

Guidance literature:

With hydrogen; acetic acid; palladium on activated charcoal; In methanol;

Reference yield: 78.0%

C6H13NO*C8H8O3 → (2R,6R)-2,6-dimethylmorpholine (171753-74-5)

Guidance literature:

C₆H₁₃NO*C₈H₈O₃; With hydrogenchloride; In water; pH=1.5;

With sodium hydroxide; In water; pH=14;

Reference yield:

(R)-2-((R)-2-Hydroxy-1-methyl-ethoxy)-propan-1-ol (171753-76-7) → (2R,6R)-2,6-dimethylmorpholine (171753-74-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 98 percent / pyridine / 0 deg C to room t., 4 h

2: 97.6 percent / dioxane / 12.5 h / Heating

3: 96.6 percent / H₂, AcOH / 10percent Pd/c / methanol

With pyridine; hydrogen; acetic acid; palladium on activated charcoal; In 1,4-dioxane; methanol;

upstream raw materials:

(2R,6R)-4-Benzyl-2,6-dimethyl-morpholine

(R)-2-((R)-2-Hydroxy-1-methyl-ethoxy)-propan-1-ol

Methanesulfonic acid (R)-2-((R)-2-methanesulfonyloxy-1-methyl-ethoxy)-propyl ester

R,R-dilactic acid diethyl ester

Downstream raw materials:

AZD0914

Refernces

• 1、 -. "Racemic Separation of 2,6-Trans-Dimethymorpholine". Page/Page column 3. . Retrieved 2009/01/24.
• 2、 -. "Preparation of cis-2,6-dimethylmorpholine". . . Retrieved 2008/06/13.