201996-70-5

Basic information

• Product Name: N-Methoxy-N-Methylhex-2-enaMide
• Synonyms: N-Methoxy-N-Methylhex-2-enaMide
• CAS NO: 201996-70-5
• Molecular Formula: C₈H₁₅NO₂
• Molecular Weight: 157.2102
• Mol File: 201996-70-5.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N-Methoxy-N-Methylhex-2-enaMide(CAS DataBase Reference)
• NIST Chemistry Reference: N-Methoxy-N-Methylhex-2-enaMide(201996-70-5)
• EPA Substance Registry System: N-Methoxy-N-Methylhex-2-enaMide(201996-70-5)

Safety Data

• Hazardous Substances Data: 201996-70-5(Hazardous Substances Data)

Upstream product

• 129986-67-0 N-methoxy-N-methyl-2-(triphenylphosphoranylidene)acetamide 
• 123-72-8 butyraldehyde 
• 97943-16-3 (E)-2-hexenoyl chloride 
• 6638-79-5 N,O-dimethylhydroxylamine*hydrochloride 
• 104376-24-1 (E)-1-pentenylboronic acid 
• 30289-28-2 N-methoxy-N-methylcarbamoyl chloride 
• 13419-69-7 (E)-2-Hexenoic acid 
• 908863-61-6 2-(benzo[d]thiazol-2-ylsulfonyl)-N-methoxy-N-methylacetamide 

Downstream Products

• 468071-60-5 (4S,αS)-4-N-allyl-N-α-methylbenzylamino-hept-1-ene 
• 468071-62-7 (2S,αS)-1-N-α-methylbenzyl-2-propyl-1,2,3,6-tetrahydropyridine 
• 458-88-8 coniine 
• 709669-89-6 (2E,5S,αS)-ethyl 5-(N-benzyl-N-α-methylbenzylamino)oct-2-enoate 
• 468071-58-1 (3S,αS)-N-methoxy-N-methyl 3-(N-allyl-N-α-methylbenzylamino)-hexanamide 

Relevant articles and documents

Palladium-catalyzed preparation of Weinreb amides from boronic acids and N-methyl-N-methoxycarbamoyl chloride

(Chemical Equation Presented) A simple protocol for the synthesis of Weinreb benzamides and α,β-unsaturated Weinreb amides through a palladium-catalyzed cross-coupling reaction between organoboronic acids and N-methoxy-N-methylcarbamoyl chloride has been developed. The method is also applicable to the use of potassium organotrifluoroborates. 2010 American Chemical Society.

New reagent for convenient access to the α,β-unsaturated N-methoxy-N-methyl-amide functionality by a synthesis based on the Julia olefination protocol

A new reagent for the synthesis of the α,β-unsaturated N-methoxy-N-methyl-amide structural unit has been developed. 2-(Benzo[d]thiazol-2-ylsulfonyl)-N-methoxy-N-methylacetamide, a crystalline solid with an indefinite shelf life that can be easily prepared in two convenient steps from 2-chloro-N-methoxy-N-methylacetamide, reacted with a variety of aldehydes under Julia conditions to furnish the α,β- unsaturated N-methoxy-N-methyl-amide functionality. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.

Rhodium/diene-catalyzed asymmetric 1,4-addition of arylboronic acids to α,β-unsaturated Weinreb amides

Rhodium/chiral diene (S,S)-3b complex has been found to effectively catalyze the 1,4-addition of arylboronic acids to α,β-unsaturated Weinreb amides, furnishing useful β-chiral Weinreb amides in high enantioselectivity. The Royal Society of Chemistry 2005.

Asymmetric synthesis of cyclic β-amino acids and cyclic amines via sequential diastereoselective conjugate addition and ring closing metathesis

Diastereoselective conjugate addition of lithium (S)-N-allyl-N-α-methylbenzylamide to a range of α,β-unsaturated esters followed by ring closing metathesis is used to afford efficiently a range of substituted cyclic β-amino esters in high d.e. Alternatively, conjugate addition to α,β-unsaturated Weinreb amides, functional group conversion and ring closing metathesis affords cyclic amines in high d.e. The further application of this methodology to the synthesis of a range of carbocyclic β-amino esters via conjugate addition, enolate alkylation and ring closing metathesis is also described. Application of this methodology affords, after deprotection, (S)-homoproline, (S)-homopipecolic acid, (S)-coniine and (1S,2S)-trans-pentacin.