161275-47-4

Upstream product

• 75-31-0 isopropylamine 
• 560130-36-1 (2S,3R,4R)-3,4-Bis-benzyloxy-2-(tert-butyl-dimethyl-silanyloxymethyl)-5-[5-oxo-2-phenyl-oxazol-(4E)-ylidene]-pyrrolidine-1-carboxylic acid allyl ester 
• 1199-01-5 2-phenylazlactone 
• 60933-68-8 3,4,6-tri-O-benzyl-β-D-arabinofuranoside 
• 560130-12-3 (3S,4R,5S)-3,4-dibenzyloxy-5-(t-butyldimethylsiloxy)methyl-pyrrolidin-2-one 
• 161150-47-6 (2S,3R,4S)-3,4-dibenzyloxy-2-(t-butyldimethylsiloxy)methyl-5-methylthio-3,4-dihydro-2H-pyrrole 
• 157831-27-1 (3S,4R,5S)-3,4-dibenzyloxy-5-hydroxymethyl-1-(4-methoxyphenyl)methyl-pyrrolidin-2-one 
• 157831-26-0 (3S,4R,5S)-3,4-dibenzyloxy-1-(4-methoxyphenylmethyl)-5-vinylpyrrolidin-2-one 
• 157831-24-8 ((3S,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-(4-methoxy-benzyl)-amine 
• 176298-13-8 4-[(3R,4R,5S)-3,4-dibenzyloxy-5-(t-butyldimethylsiloxymethyl)pyrrolidin-2-ylidene]-2-phenyl-4H-oxazol-5-one 
• 157831-29-3 (3S,4R,5S)-3,4-dibenzyloxy-5-(t-butyldimethylsiloxy)methyl-pyrrolidin-2-thione 
• 560130-10-1 (2R,3S,4R)-1,3,4-tribenzyloxy-5-(4-methoxyphenyl)methylamino-6-hepten-2-ol 

Downstream Products

• 161275-49-6 (3R,4R,5S)-2-[(Z)-1-benzoylamino-1-[N-(1-methylethyl)carbamoyl]methylidene]-3,4-dibenzyloxy-1-(2-propenyloxy)carbonyl-5-methanesulfonyloxymethylpyrrolidine 
• 560130-26-9 (3R,4R,5S)-2-[1-benzoylamino-1-[N-(1-methylethyl)carbamoyl]methylidene]-3,4-dibenzyloxy-5-methanesulfonyloxymethylpyrrolidine 
• 560130-25-8 (3R,4R,5S)-2-[1-benzoylamino-1-[N-(1-methylethyl)carbamoyl]methylidene]-3,4-dibenzyloxy-5-hydroxymethylpyrrolidine 
• 161275-48-5 (3R,4R,5S)-2-[(Z)-1-benzoylamino-1-[N-(1-methylethyl)carbamoyl]methylidene]-3,4-dibenzyloxy-1-(2-propenyloxy)carbonyl-5-hydroxymethylpyrrolidine 
• 560130-24-7 (3R,4R,5S)-2-[1-benzoylamino-1-[N-(1-methylethyl)carbamoyl]methylidene]-3,4-dibenzyloxy-5-(t-butyldimethylsiloxymethyl)pyrrolidine 

Relevant academic research and scientific papers

Synthetic studies of carzinophilin. Part 2: Synthesis of 3,4-dibenzyloxy-2-methylidene-1-azabicyclo[3.1.0]hexane systems corresponding to the C1-C17 fragment of carzinophilin

A model compound bearing the C1-C17 fragment of carzinophilin was synthesized. The synthesis involved coupling reaction of a cyclic thioimidate with the 4H-oxazol-5-one derivative, ring-opening of the 4H-oxazol-5-one to furnish a dehydropeptide system, elaboration of the C1-C6 enolamide, and construction of the aziridine ring as key steps.

A Novel Synthesis of the C1-C17 Fragment of Carzinophilin

The title synthesis was achieved by featuring i) condensation of the 2-methylthio-Δ1-pyrroline (C8-C13 moiety) with the Δ2-oxazolin-5-one (C6,C7,N16, and C17 moiety), ii) activation of the Δ2-oxazolin-5-one system toward n