(6R)-6-methylmorpholin-3-one

Base Information

• Chemical Name: (6R)-6-methylmorpholin-3-one
• CAS No.: 127958-66-1
• Molecular Formula: C₅H₉NO₂
• Molecular Weight: 115.132
• European Community (EC) Number: 870-331-0
• Mol file: 127958-66-1.mol

Synonyms:(6R)-6-methylmorpholin-3-one;127958-66-1;SCHEMBL14631330;SKUDAELDAIZDDT-SCSAIBSYSA-N;(R)-6-METHYLMORPHOLIN-3-ONE;AT13722;EN300-300915

Chemical Property of (6R)-6-methylmorpholin-3-one

Chemical Property:

• XLogP3: -0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 115.063328530
• Heavy Atom Count: 8
• Complexity: 103

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1CNC(=O)CO1
• Isomeric SMILES: C[C@@H]1CNC(=O)CO1

Technology Process of (6R)-6-methylmorpholin-3-one

There total 2 articles about (6R)-6-methylmorpholin-3-one 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: 5.3%

(2R)-hydroxypropylamine (2799-16-8) + chloroacetic acid ethyl ester (105-39-5) → (6R)-6-methylmorpholin-3-one (127958-66-1,127958-63-8)

Guidance literature:

(2R)-hydroxypropylamine; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃; for 0.666667h; Inert atmosphere;

chloroacetic acid ethyl ester; In N,N-dimethyl-formamide; mineral oil; at 100 ℃; for 16h; Inert atmosphere;

DOI:10.1021/acscombsci.6b00050

Reference yield:

C5H10ClNO2 → (6R)-6-methylmorpholin-3-one (127958-66-1,127958-63-8)

Guidance literature:

With potassium tert-butylate; In dichloromethane; isopropyl alcohol; at 0 - 20 ℃; for 1h;

DOI:10.1055/s-0034-1379641

Reference yield: 70.0%

(6R)-6-methylmorpholin-3-one (127958-66-1,127958-63-8) → (2R)-2-methyl-morpholine (790184-33-7)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20 ℃; for 16h;

DOI:10.1055/s-0034-1379641

upstream raw materials:

(2R)-hydroxypropylamine

chloroacetic acid ethyl ester

Downstream raw materials:

2-[(1R)-2-amino-1-methylethoxy]-3-[1-(trans-4-methylcyclohexyl)-1H-imidazol-4-yl]propionic acid

(6R)-4-(methoxymethyl)-6-methyl-2-{[1-(trans-4-methylcyclohexyl)-1H-imidazol-4-yl]methyl}morpholin-3-one

C₁₈H₂₉N₃O₄

(2R)-2-methyl-morpholine

Refernces

• 1、 Dugar, Sundeep,Sharma, Amit,Kuila, Bilash,Mahajan, Dinesh,Dwivedi, Sandeep,Tripathi, Vinayak. "A concise and efficient synthesis of substituted morpholines". supporting information. . Retrieved 2015/02/19.