Weinreb Amide
分类: 最上层  发布时间: 2013-08-10 15:56 

Weinreb Amide
Weinreb Amide

Introduction:

 

Introduction
The standard conditions for the Weinreb–Nahm ketone synthesis are known to tolerate a wide variety of functional groups elsewhere in the molecule, including alpha-halogen substitution, N-protected amino acids, α-β unsaturation, silyl ethers, various lactams and lactones, sulfonates, sulfinates, and phosphonate esters. A wide variety of nucleophiles can be used in conjunction with the amide. Lithiates and Grignard reagents are most commonly employed; examples involving aliphatic, vinyl, aryl, and alkynyl carbon nucleophiles have been reported. However, with highly basic or sterically hindered nucleophiles, elimination of the methoxide moiety to release formaldehyde can occur as a significant side reaction.

Nonetheless, the Weinreb–Nahm amide figures prominently into many syntheses, serving as an important coupling partner for various fragments. Shown below are key steps involving Weinreb amides in the synthesis of several natural products, including members of the immunosuppressant family of Macrosphelides, and the antibiotic family of Spirofungins.

 

Product List

 

PRODUCT NAME CAS No.  Assay Stock 
4-CHLORO-2-FLUORO-N-METHOXY-N-METHYLBENZAMIDE 198967-23-6  98% Customer Syn
3-CHLORO-N-METHOXY-N-METHYLBENZAMIDE 145959-21-3  98% Customer Syn
4-CHLORO-N-METHOXY-N-METHYLACETAMIDE 122334-37-6  98% Stock
2,4-DIFLUORO-N-METHOXY-N-METHYLBENZAMIDE 198967-25-8  98% Customer Syn
3,4-DIFLUORO-N-METHOXY-N-METHYLBENZAMIDE 188345-25-7  98% Customer Syn
2,N-DIMETHOXY-N-METHYLBENZAMIDE 13025-62-3  98% Stock
3,N-DIMETHOXY-N-METHYLBENZAMIDE 152121-82-9  98% Stock
4,N-DIMETHYL-N-METHOXYBENZAMIDE 122334-36-5  98% Customer Syn
2-Fluoro-N-methoxy-N-methylbenzamide 198967-24-7  98% Customer Syn
3-FLUORO-N-METHOXY-N-METHYLBENZAMIDE 226260-01-1  98% Customer Syn
N-Methoxy-N-methyl-acetamide 78191-00-1  98% Stock
N-METHOXY-N-METHYLBENZAMIDE 6919-61-5  98% Stock
N-METHOXY-N-METHYLTRIFLUOROACETAMIDE 104863-67-4  98% Customer Syn
1-Boc-4-[methoxy(methyl)carbamoyl]piperidine 139290-70-3 98% Customer Syn
2-CHLORO-N-METHOXY-N-METHYLACETAMIDE 67442-07-3 98% Stock
4,N-DIMETHOXY-N-METHYLBENZAMIDE 52898-49-4 98% Stock
BOC-L-LEUCINE N,O-DIMETHYLHYDROXAMIDE 87694-52-8 98% Customer Syn
N-Methoxy-N-MethylcyclohexanecarboxaMide 80783-98-8 98% Customer Syn
N-METHOXY-N-METHYL-PROPIONAMIDE 104863-65-2 98% Stock
4-FLUORO-N-METHOXY-N-METHYLBENZAMIDE 116332-54-8 98% Stock
N-Methoxy-N-methyl-2-phenyl-acetamide 95092-10-7 98% Stock
NA 193634-77-4 97% Stock
NA 95091-91-1 98% Stock
N-Methoxy-N-methyl-4-(trifluoromethyl)benzamide 116332-61-7 98% Stock
N-Methoxy-N,2,2-trimethylpropanamide 64214-60-4 98% Stock
6-CHLORO-N-METHOXY-N-METHYL-NICOTINAMIDE 149281-42-5 98% Stock
NA 64214-66-0 97% Stock
N-METHOXY-N-METHYL-2-METHOXYACETAMIDE 132289-57-7 97% Stock
4-BROMO-N-METHOXY-N-METHYLBENZAMIDE 192436-83-2 98% Stock
N-METHOXY-N-METHYL-2-FURAMIDE 95091-92-2 98% Stock
NA 100377-32-0 98% Stock
3-BROMO-N-METHOXY-N-METHYLBENZAMIDE 207681-67-2 98% Stock
2,N-DIMETHOXY-N-METHYLBENZAMIDE 130250-62-3 98% Stock
2,N-DIMETHYL-N-METHOXYBENZAMIDE 130250-61-2 98% Stock

 

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