1139773-92-4

Upstream product

• 914922-88-6 C₁₇H₃₅NO₃Si 
• 914922-89-7 C₁₆H₃₃NO₄Si 
• 481048-34-4 3-((2S,5S)-3-methylene-5-(3-(t-butyldiphenylsilyloxy)propyl)tetrahydrofuran-2-yl)propanal 
• 6638-79-5 N,O-dimethylhydroxylamine*hydrochloride 
• 1191268-97-9 C₂₃H₂₉ClOSi 
• 871358-14-4 C₁₈H₂₈O₅ 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 871357-86-7 C₁₉H₂₈O₆ 
• 1139773-90-2 C₁₅H₂₅NO₃ 
• 871358-21-3 mesylate 

Downstream Products

• 253128-10-8 3-((2S,5S)-5-(2-((2S,4R,6R)-6-(((2S,3S,4R,5R)-5-((S)-2,3-bis((tert-butyldimethylsilyl)oxy)propyl)-4-methoxy-3-((phenylsulfonyl)methyl)tetrahydrofuran-2-yl)methyl)-4-methyl-5-methylenetetrahydro-2H-pyran-2-yl)ethyl)-4-methylenetetrahydrofuran-2-yl)propan-1-ol 
• 871357-66-3 C₂₃H₃₇F₃O₉S₂ 
• 1424343-99-6 C₅₁H₉₀O₁₃S₂Si₂ 
• 253128-09-5 3-((2S,5S)-5-(2-((2S,4R,6R)-6-(((2S,3S,4R,5R)-5-((S)-2,3-bis((tert-butyldimethylsilyl)oxy)propyl)-4-methoxy-3-((phenylsulfonyl)methyl)tetrahydrofuran-2-yl)methyl)-4-methyl-5-methylenetetrahydro-2H-pyran-2-yl) ethyl)-4-methylenetetrahydrofuran-2-yl)propyl pivalate 
• 157322-47-9 3-((2S,5S)-5-((3R,5R)-3-hydroxy-6-iodo-5-methylhept-6-en-1-yl)-4-methylenetetrahydrofuran-2-yl)propyl pivalate 

Relevant academic research and scientific papers

Stereoselective synthesis of the halaven C14-C26 fragment from D-quinic acid: Crystallization-induced diastereoselective transformation of an α-methyl nitrile

Crystallization-induced diastereoselective transformation (CIDT) of an α-methyl nitrile completes an entirely non-chromatographic synthesis of the halichondrin B C14-C26 stereochemical array. The requisite α-methyl nitrile substrate is derived from D-quinic acid through a series of substrate-controlled stereoselective reactions via a number of crystalline intermediates that benefit from a rigid polycyclic template. Therefore, all four stereogenic centers in the Halaven C14-C26 fragment were derived from the single chiral source D-quinic acid.

PROCESS FOR THE PREPARATION OF MACROCYCLIC KETONE ANALOGS OF HALICHONDRIN B

The present invention discloses a novel process for the preparation of macrocyclic ketone analogs of halichondrin B or pharmaceutically acceptable salts thereof and to novel intermediates which are produced during the course of carrying out the novel process.

Process development of halaven: Synthesis of the C14-C35 fragment via iterative nozaki-hiyama-kishi reaction-williamson ether cyclization

Multikilogram manufacturing process of the Halaven C14-C35 fragment is described. The synthesis features convergent assembly of subunits by iterative asymmetric Ni/Cr-mediated coupling executed in fixed equipment. Georg Thieme Verlag Stuttgart - New York.

INTERMEDIATES AND METHODS FOR THE SYNTHESIS OF HALICHONDRIN B ANALOGS

Methods of synthesizing intermediates useful for the synthesis of halichondrin B analogs are described.