Lot numbers can be found on the outside label of a product:
(2R,6R)-2,6-Dimethylmorpholine
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CAS No. 171753-74-5
- Cat. No. CS-0088046
- Purity≥95%
- MDL No.MFCD18250270
*For research and further manufacturing use only, not for direct human use.
Structure of 171753-74-5
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General Information
- CAS No. 171753-74-5
- Cat. No. CS-0088046
- Purity ≥95%
- MDL No. MFCD18250270
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₆H₁₃NO
- Molecular Weight 115.17
- Synonym(s) Morpholine, 2,6-diMethyl-, (2R,6R)-
- SMILES C[C@H]1O[C@H](C)CNC1
Description
This bench-stable morpholine derivative features a rigid, electron-rich heterocyclic core with defined stereochemistry at the 2- and 6-positions. The methyl substituents enhance steric shielding and solubility in organic media. This structure serves as a key chiral scaffold in asymmetric synthesis, enabling precise spatial control in medicinal chemistry applications.
Application
(2R,6R)-2,6-Dimethylmorpholine serves as a chiral building block in medicinal chemistry, offering enhanced stability and defined stereochemistry for asymmetric synthesis. Its tertiary amine functionality facilitates salt formation and improves solubility, while the rigid six-membered ring enables predictable conformational control. This compound functions effectively in transition metal-catalyzed couplings and acts as a scaffold for bioactive heterocycles, particularly in lead optimization campaigns requiring defined stereogenic centers.
Synthesis
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Route1
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171753-77-8 - ~97%
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In-stock
171753-74-5
References
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Licandro, Emanuela; Maiorana, Stefano; Manzotti, Raffaella; Papagni, Antonio; Pryce, Mary; et al. Gazzetta Chimica Italiana, 1997 , vol. 127, # 12 p. 815 - 818
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Route2
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171753-76-7 - ~%
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In-stock
171753-74-5
References
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Licandro, Emanuela; Maiorana, Stefano; Papagni, Antonio; Pryce, Mary; Gerosa, Antonio Zanotti; Riva, Sergio Tetrahedron: Asymmetry, 1995 , vol. 6, # 8 p. 1891 - 1894
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Route3
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171561-11-8
- ~%
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In-stock
171753-74-5
References
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Licandro, Emanuela; Maiorana, Stefano; Papagni, Antonio; Pryce, Mary; Gerosa, Antonio Zanotti; Riva, Sergio Tetrahedron: Asymmetry, 1995 , vol. 6, # 8 p. 1891 - 1894
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS02,GHS05
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Signal Word : Danger
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UN#: 1993
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Class : 3
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Packing Group : Ⅲ
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Hazard Statements : H226-H311-H318
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Precautionary Statements : P210-P233-P240-P241-P242-P243-P280-P303+P361+P353-P370+P378-P403+P235-P501
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Quality Control
Computational Chemistry Data
- TPSA 21.26
- LogP 0.3832
- H_Acceptors 2
- H_Donors 1
- Rotatable_Bonds 0
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Key Words
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