367512-42-3

Basic information

• Product Name: (1S,2R,4S)-1-Methyl-2-Morpholino-4-(prop-1-en-2-yl)cyclohexanol
• Synonyms: (1S,2R,4S)-1-Methyl-2-Morpholino-4-(prop-1-en-2-yl)cyclohexanol
• CAS NO: 367512-42-3
• Molecular Formula: C₁₄H₂₅NO₂
• Molecular Weight: 239.3538
• EINECS: -0
• Mol File: 367512-42-3.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (1S,2R,4S)-1-Methyl-2-Morpholino-4-(prop-1-en-2-yl)cyclohexanol(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,2R,4S)-1-Methyl-2-Morpholino-4-(prop-1-en-2-yl)cyclohexanol(367512-42-3)
• EPA Substance Registry System: (1S,2R,4S)-1-Methyl-2-Morpholino-4-(prop-1-en-2-yl)cyclohexanol(367512-42-3)

Safety Data

• Hazardous Substances Data: 367512-42-3(Hazardous Substances Data)

Usage

Description

(1S,2R,4S)-1-Methyl-2-Morpholino-4-(prop-1-en-2-yl)cyclohexanol is a cyclic alcohol derivative characterized by the presence of a morpholine ring and a prop-1-en-2-yl side chain. This chiral compound exists as a single stereoisomer, with the S configuration at the first carbon and the R configuration at the second carbon. Its unique structure and stereochemistry make it a valuable building block in the synthesis of pharmaceuticals and other organic compounds, offering potential therapeutic applications.

Uses

Used in Pharmaceutical Synthesis:
(1S,2R,4S)-1-Methyl-2-Morpholino-4-(prop-1-en-2-yl)cyclohexanol is used as a building block for the synthesis of pharmaceuticals, leveraging its unique structure and stereochemistry to create new and diverse molecules with potential therapeutic applications.
Used in Organic Compound Synthesis:
In the field of organic chemistry, (1S,2R,4S)-1-Methyl-2-Morpholino-4-(prop-1-en-2-yl)cyclohexanol serves as a key component in the synthesis of various organic compounds, taking advantage of its morpholine ring and prop-1-en-2-yl group for further modifications and derivatization to achieve specific purposes.

Upstream product

• 110-91-8 morpholine 
• 1195-92-2 (4R)-limonene 1,2-epoxide 

Downstream Products

• 790220-87-0 (1S,2S,4R)-2-(N-morpholinyl)-1-methyl-4-(1-methylethenyl)-cyclohexanol N-oxide 

Relevant articles and documents

PROCESS FOR PREPARATION OF (+)-P-MENTHA-2,8-DIENE-1-OL

A process for preparing (+)-p-mentha-2,8-diene-1-ol comprising reacting (+)-limonene oxide with at least one amine in the presence of at least one Lewis acid to form amine adduct intermediates. The amine adduct is then oxidized to form an N-oxide that is

Asymmetric addition of diethylzinc to aldehydes catalyzed by β-amino alcohols derived from limonene oxide

A series of β-amino alcohols, conveniently prepared from limonene oxide, were evaluated as catalysts for the enantioselective addition of dialkylzinc to benzaldehyde. These limonene-based amino alcohols are of particular interest because they are easily synthesized in both enantiomeric forms. Ethylation of benzaldehyde using diethylzinc and catalyzed by limonene derived amino alcohols proceeded with enantioselection of up to 87% ee. This is an unusually high level of induction for amino alcohols possessing a trans relationship between the amino and alcohol functionalities. Both enantiomers of 1-phenyl-1-propanol can be synthesized with equal control since both enantiomers of the chiral catalyst are readily available. When (1S,2S,4R)-limonene amino alcohols are used as chiral catalysts, (R)-1-phenyl-1-propanol is obtained as the major product. A plausible mechanism is proposed to explain the facial selectivity determining the asymmetric induction observed in these reactions.