192060-34-7

Basic information

• Product Name: Butanamide, N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N,3-dimethyl-
• CAS NO: 192060-34-7
• Molecular Formula: C15H23NO2
• Molecular Weight: 249.353
• Mol File: 192060-34-7.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Butanamide, N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N,3-dimethyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Butanamide, N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N,3-dimethyl-(192060-34-7)
• EPA Substance Registry System: Butanamide, N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N,3-dimethyl-(192060-34-7)

Safety Data

• Hazardous Substances Data: 192060-34-7(Hazardous Substances Data)

Upstream product

• 90-82-4 pseudoephedrine 
• 108-12-3 isopentanoyl chloride 

Downstream Products

• 1015422-31-7 (S)-2-ethyl-N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N,3-dimethylbutyramide 
• 1015422-36-2 (S)-2-isopropylpentanoic acid N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N-methyl amide 
• 1015422-15-7 (S)-2-isopropyl-5-methylhex-5-enoic acid N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N-methyl amide 
• 1015422-21-5 (S)-2-isopropyl-5-methylhex-4-enoic acid N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N-methyl amide 
• 1243333-16-5 (R)-N-((1S,2S)-1-hydroxy-1-phenylpropan-2-yl)-N,3-dimethyl-2-((4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl)butanamide 
• 934841-37-9 C₃₄H₅₀N₂O₄ 
• 118832-53-4 (3S,5R)-5-((S)-1-Bromo-2-cyclohexyl-ethyl)-3-isopropyl-dihydro-furan-2-one 
• 118832-55-6 5-Bromo-6-cyclohexylmethyl-3-isopropyl-tetrahydro-pyran-2-one 
• 118041-14-8 5(R)-bromo-6-cyclohexyl-2(S)-isopropyl-4(S)-hexanolide 
• 324763-47-5 (2S,4S,5S,7S)-N-(3-amino-2,2-dimethyl-3-oxopropyl)-5-azido-4-hydroxy-2-isopropyl-7-(4-methoxy-3-(methoxypropoxy)benzyl)-8-methylnonanamide 
• 387353-75-5 4-Bromo-benzenesulfonic acid (1R,3S)-1-((2S,4S)-4-isopropyl-5-oxo-tetrahydro-furan-2-yl)-3-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-4-methyl-pentyl ester 
• 324763-46-4 (3S,5S)-5-{(1S,3S)-1-azido-3-{[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl}-4-methylpentyl}-dihydro-3-(1-methylethyl)furan-2(3H)-one 
• 325740-67-8 (3S,5S)-dihydro-5-{(1S,3S)-1-hydroxy-3-{[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl}-4-methylpentyl}-3-(1-methylethyl)furan-2(3H)-one 
• 324763-45-3 (3S,5S)-5-{(1R,3S)-1-Hydroxy-3-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-4-methyl-pentyl}-3-isopropyl-dihydro-furan-2-one 

Relevant articles and documents

Electrophilic rearrangements of chiral amides: A traceless asymmetric α-allylation

A one-pot protocol for the asymmetric α-allylation reaction is reported relying on a key efficient asymmetric Claisen rearrangement, triggered by electrophilic activation of chiral pseudoephedrine amides. Subsequent reduction or hydrolysis of the resulting iminium ions provides highly enantioenriched α-allylic aldehydes or carboxylic acids in a traceless manner. Compared to traditional alternatives which make use of strongly basic conditions, the work presented herein displays unprecedented functional group tolerance.

Total synthesis of polyoxygenated cembrenes

(Chemical Presented) A convergent approach for the stereoselective construction of polyoxygenated cembrenes is reported. Key steps in the synthesis are an asymmetric domino multicomponent allylation, a modified Myers a-alkylation, and a ring-closing metathesis.

Pseudoephedrine as a practical chiral auxiliary for the synthesis of highly enantiomerically enriched carboxylic acids, alcohols, aldehydes, and ketones

The use of pseudoephedrine as a practical chiral auxiliary for asymmetric synthesis is described in full. Both enantiomers of pseudoephedrine are inexpensive commodity chemicals and can be N-acylated in high yields to form tertiary amides. In the presence of lithium chloride, the enolates of the corresponding pseudoephedrine amides undergo highly diastereoselective alkylations with a wide range of alkyl halides to afford α-substituted products in high yields. These products can then be transformed in a single operation into highly enantiomerically enriched carboxylic acids, alcohols, aldehydes, and ketones.