20626-61-3

Upstream product

• 1260218-99-2 (2'S,3S)-5-benzyl-3-isopropyl-2-(-2'-methyl)pent-4'-enoyl-1,2,5-thiadiazolidine 1,1-dioxide 
• 93684-34-5 (4S,Z)-2-ethylidene-4-(1-methylethyl)-3-(2-propenyl)oxazolidine 

Downstream Products

• 1187-82-2 (S)-2-methylpentanoic acid 
• 808148-56-3 (S)-2-Methyl-pent-4-enoic acid (4aR,6S,7R,8S,8aR)-6-methoxy-7-pent-4-enoyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester 
• 501015-58-3 (-)-2-methylpent-4-enoic acid [(2S,3S,4R,2'R,4'S,5'S)-1-(5-allyl-4-methyltetrahydrofuran-2-yl)-2-(tert-butyldiphenylsilanyloxy)-3-methoxymethoxy-4-methyl-6-one]undec-8-yl ester 
• 646030-62-8 2-methylpent-4-enoic acid [(2R,3S,4R,2'R,4'S,5'S)-(-)-1-(5-allyl-4-methyltetrahydrofuran-2-yl)-2-(tert-butyldiphenylsilanyloxy)-3-methoxymethoxy-4-methyl-6-one]undec-8-yl ester 
• 105-30-6 (S)-2-methyl-1-pentanol 
• 14753-05-0 (-)-1-Chlor-2-methyl-pentan 
• 1415635-75-4 (4S,5R,6R,7R,Z)-6-((tert-butyldimethylsilyl)oxy)-11-((4-methoxybenzyl)oxy)-5,7-dimethylundeca-1,9-dien-4-yl 2,4-dimethoxy-6-((S)-3-methyl-2-oxopent-4-en-1-yl)benzoate 
• 1415635-86-7 (4S,5R,6R,7R,Z)-6-((tert-butyldimethylsilyl)oxy)-11-((4-methoxybenzyl)oxy)-5,7-dimethylundeca-1,9-dien-4-yl 2-((2R,3S)-2-hydroxy-3-methylpent-4-en-1-yl)-4,6-dimethoxybenzoate 
• 1425558-19-5 (S)-(R)-8-(((R)-1-(benzyloxy)but-3-en-2-yl)amino)-8-oxooctan-4-yl-2-((S)-N,2-dimethylpent-4-enamido)-3-phenyl propanoate 
• 1425558-10-6 (S)-(S)-8-(((R)-1-(benzyloxy)but-3-en-2-yl)amino)-8-oxooctan-4-yl-2-((S)-N,2-dimethylpent-4-enamido)-3-phenyl propanoate 
• 1425558-11-7 C₃₃H₄₄N₂O₅ 
• 1425558-20-8 (3S,6S,10R,16R)-3-benzyl-10-((benzyloxy)-methyl)-4,6-dimethyl-16-propyl-1-oxa-4,11-diazacyclohexadec-8-ene-2,5,12-trione 
• 351197-43-8 haliclamide 
• 1425843-03-3 (3S,6S,10R,16R)-3-benzyl-10-(hydroxymethyl)-4,6-dimethyl-16-propyl-1-oxa-4,11-diazacyclo-hexadecane-2,5,12-trione 

Relevant academic research and scientific papers

Cyclosulfamide as a chiral auxiliary: Application to efficient asymmetric synthesis (alkylation/aldolization)

The chiral cyclosulfamide (S)-2-benzyl-4-isopropyl-1,2,5-thiadiazolidine 1,1-dioxide was designed as a chimera of Evans and Oppolzer chiral auxiliaries. The N-propionyl derivative appeared to be very powerful for the stereocontrolled synthesis of chiral building blocks through asymmetric aldolization and alkylation reactions.

Asymmetric Induction in the Claisen Rearrangement of N-Allylketene N,O-Acetals

Asymmetric C-C bond formation via the diastereoselective aza-Claisen rearrangement of N-allylketene N,O-acetal 1 is described.Diastereoselection noted for rearrangement 1->2 ranges from 84percent to 96percent and is a consequence of complete (Z)-N,O-acetal olefin selectivity in 1, high Cα-si-face selectivity in the rearrangement of 1 to 2, and the absence of Cα epimerization in oxazoline 2.Experiments which establish the steric bulk of the C4 appendage as a particularly important variable are also reported.Acid-catalyzed hydrolysis of rearranged oxazoline 2 completes an efficient, enantioselective synthesis of 2-substituted pent-4-enoic acid 4 and regenerates for recycling the chiral auxiliary reagent 3, initially prepared from inexpensive α-amino acids.