219990-12-2

Upstream product

• 75-16-1 methylmagnesium bromide 
• 208521-14-6 (S)-2-[N²-[(tert-butyloxy)carbonyl]amino]-N-methoxy-N-methyl-4-penteneamide 
• 1072091-58-7 C₁₁H₂₁NO₃ 
• 1072091-46-3 tert-butyl (4R,5S)-4-[1-(acetyloxy)prop-2-en-1-yl]-2,2,5-trimethyl-1,3-oxazolidine-3-carboxylate 
• 1072091-49-6 C₁₄H₂₅NO₄ 
• 1072091-52-1 tert-butyl (4S,5S)-4-allyl-2,2,5-trimethyl-1,3-oxazolidine-3-carboxylate 
• 90600-20-7 (2S)-2-[(tert-butoxycarbonyl)amino]pent-4-enoic acid 
• 24424-99-5 di-tert-butyl dicarbonate 
• 16338-48-0 L-allylglycine 

Downstream Products

• 1072091-67-8 (2E,4S)-4-({(3R)-3-{[tert-butyl(dimethyl)silyl]oxy}-5-[(2S,4R,5S)-4-methyl-2-phenyl-5-vinyl-1,3-dioxolan-4-yl]pentanoyl}amino)-3-methylhepta-2,6-dien-1-yl benzoate 
• 1072091-66-7 (2E,4S)-4-amino-3-methylhepta-2,6-dien-1-yl benzoate hydrochloride 
• 1072091-63-4 (2E,4S)-4-[(tert-butoxycarbonyl)amino]-3-methylhepta-2,6-dien-1-yl benzoate 

Relevant academic research and scientific papers

12 MEMBERED-RING MACROLACTAM DERIVATIVES

There provided a 12-membered-ring macrolactam derivative having antitumor activity: A compound represented by Formula (1) or a salt thereof. In this Formula, R1 is a hydrogen atom, a C1-6 alkyl group, a C1-6 alkylcarbonyl

A novel application of a Pd(0)-catalyzed nucleophilic substitution reaction to the regio- and stereoselective synthesis of lactam analogues of the epothilone natural products

Several lactam analogues of the epothilones were prepared using a concise semisynthetic approach starting with the unprotected natural products. Highlighted in this strategy is a novel regio- and stereoselective Pd(0)-catalyzed azidation reaction of a macrocyclic lactone. Subsequent reduction and macrolactamization of the resulting azide acid intermediates provided the desired macrolactams in satisfactory overall yields. The entire three-step sequence was streamlined into a 'one-pot' process for the epothilone B-lactam, BMS-247550, which is currently undergoing phase I clinical trials. An initial total synthesis route to prepare the lactam analogue of epothilone C was completed and compared to the more direct semisynthesis approach. All of the lactam analogues were evaluated in vitro and the results are discussed.