A study of 2-Methylaminoheptane, “Oenethyl”

Shaffer, F.E.; Knoefel, P. K.

doi:10.1002/jps.3030390106

Cited by 4 publications

(2 citation statements)

References 6 publications

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“…1,3-Dimethylbutylamine (DMBA; 33 a), which has been reported as ap ressor substance, [24] also showed moderate reactivity (35 %). Oenethyl (34 bb) [25] was synthesized from the precursor in ag ood yield (76 %) using the developed method. Finally,t he methylation procedure was applied for the last step of amulti-step synthesis of atomoxetine (35 bb), which is among the top 100 best-selling ADHD drugs [26] and was obtained in good yield (65 %).…”

Section: Communicationsmentioning

confidence: 99%

Selective Monomethylation of Amines with Methanol as the C₁ Source

Choi

Hong

2018

Angew Chem Int Ed

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The N-monomethyl functionality is a common motif in a variety of synthetic and natural compounds. However, facile access to such compounds remains a fundamental challenge in organic synthesis owing to selectivity issues caused by overmethylation. To address this issue, we have developed a method for the selective, catalytic monomethylation of various structurally and functionally diverse amines, including typically problematic primary aliphatic amines, using methanol as the methylating agent, which is a sustainable chemical feedstock. Kinetic control of the aliphatic amine monomethylation was achieved by using a readily available ruthenium catalyst at an adequate temperature under hydrogen pressure. Various substrates including bio-related molecules and pharmaceuticals were selectively monomethylated, demonstrating the general utility of the developed method.

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Section: Communicationsmentioning

confidence: 99%

Selective Monomethylation of Amines with Methanol as the C₁ Source

Choi

Hong

2018

Angew Chem Int Ed

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“…Memantine (31 a)a nd mexiletine (32 a), ac ommercially available Alzheimer drug [22] and an anesthetic, [23] respectively,w ere converted into the corresponding methylated products in good yields (64 %a nd 71 %, respectively). Oenethyl (34 bb) [25] was synthesized from the precursor in ag ood yield (76 %) using the developed method. Oenethyl (34 bb) [25] was synthesized from the precursor in ag ood yield (76 %) using the developed method.…”

Section: Angewandte Chemiementioning

confidence: 99%

Selective Monomethylation of Amines with Methanol as the C₁ Source

Choi

Hong

2018

Angewandte Chemie

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The N-monomethyl functionality is acommon motif in av ariety of synthetic and natural compounds.H owever, facile access to such compounds remains af undamental challenge in organic synthesis owingt os electivity issues caused by overmethylation. To address this issue,w eh ave developed am ethod for the selective,c atalytic monomethylation of various structurally and functionally diverse amines, including typically problematic primary aliphatic amines, using methanol as the methylating agent, whichisasustainable chemical feedstock. Kinetic control of the aliphatic amine monomethylation was achieved by using ar eadily available ruthenium catalyst at an adequate temperature under hydrogen pressure.V arious substrates including bio-related molecules and pharmaceuticals were selectively monomethylated, demonstrating the general utility of the developed method.

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2‐Aminoheptane Sulfate 6411‐75‐2

2004

Sax's Dangerous Properties of Industrial Materials

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A study of 2-Methylaminoheptane, “Oenethyl”

Cited by 4 publications

References 6 publications

Selective Monomethylation of Amines with Methanol as the C₁ Source

Selective Monomethylation of Amines with Methanol as the C₁ Source

Selective Monomethylation of Amines with Methanol as the C₁ Source

2‐Aminoheptane Sulfate 6411‐75‐2

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A study of 2-Methylaminoheptane, “Oenethyl”

Cited by 4 publications

References 6 publications

Selective Monomethylation of Amines with Methanol as the C1 Source

Selective Monomethylation of Amines with Methanol as the C1 Source

Selective Monomethylation of Amines with Methanol as the C1 Source

2‐Aminoheptane Sulfate 6411‐75‐2

Contact Info

Product

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About

Selective Monomethylation of Amines with Methanol as the C₁ Source

Selective Monomethylation of Amines with Methanol as the C₁ Source

Selective Monomethylation of Amines with Methanol as the C₁ Source