157322-59-3

Basic information

• Product Name: (4S,5R,E)-methyl 5-((2S,3S,5R,6R)-3,5-bis(tert-butyldimethylsilyloxy)-6-(2-(tert-butyldimethylsilyloxy)ethyl)tetrahydro-2H-pyran-2-yl)-4-(4-methoxybenzyloxy)hex-2-enoate
• Synonyms: (4S,5R,E)-methyl 5-((2S,3S,5R,6R)-3,5-bis(tert-butyldimethylsilyloxy)-6-(2-(tert-butyldimethylsilyloxy)ethyl)tetrahydro-2H-pyran-2-yl)-4-(4-methoxybenzyloxy)hex-2-enoate
• CAS NO: 157322-59-3
• Molecular Weight: 767.279
• Mol File: 157322-59-3.mol

Chemical Properties

• CAS DataBase Reference: (4S,5R,E)-methyl 5-((2S,3S,5R,6R)-3,5-bis(tert-butyldimethylsilyloxy)-6-(2-(tert-butyldimethylsilyloxy)ethyl)tetrahydro-2H-pyran-2-yl)-4-(4-methoxybenzyloxy)hex-2-enoate(CAS DataBase Reference)
• NIST Chemistry Reference: (4S,5R,E)-methyl 5-((2S,3S,5R,6R)-3,5-bis(tert-butyldimethylsilyloxy)-6-(2-(tert-butyldimethylsilyloxy)ethyl)tetrahydro-2H-pyran-2-yl)-4-(4-methoxybenzyloxy)hex-2-enoate(157322-59-3)
• EPA Substance Registry System: (4S,5R,E)-methyl 5-((2S,3S,5R,6R)-3,5-bis(tert-butyldimethylsilyloxy)-6-(2-(tert-butyldimethylsilyloxy)ethyl)tetrahydro-2H-pyran-2-yl)-4-(4-methoxybenzyloxy)hex-2-enoate(157322-59-3)

Safety Data

• Hazardous Substances Data: 157322-59-3(Hazardous Substances Data)

Upstream product

• 142325-60-8 (4R,5R,E)-methyl 5-((2S,3S,5R,6R)-3,5-bis(tert-butyldimethylsilyloxy)-6-(2-(tert-butyldimethylsilyloxy)ethyl)tetrahydro-2H-pyran-2-yl)-4-hydroxyhex-2-enoate 
• 142325-59-5 (S)-2-((2S,3S,5R,6R)-3,5-bis(tert-butyldimethylsilyloxy)-6-(2-(tert-butyldimethylsilyloxy)ethyl)tetrahydro-2H-pyran-2-yl)propanal 
• 89238-99-3 O-(4-methoxybenzyl)-trichloroacetimidate 
• 142325-61-9 (4S,5R,E)-methyl 5-((2S,3S,5R,6R)-3,5-bis(tert-butyldimethylsilyloxy)-6-(2-(tert-butyldimethylsilyloxy)ethyl)tetrahydro-2H-pyran-2-yl)-4-hydroxyhex-2-enoate 

Downstream Products

• 157322-62-8 methyl 2-((2S,3R,4R,4aS,6R,7R,8aS)-7-(tert-butyldimethylsilyloxy)-6-(2-(tert-butyldimethylsilyloxy)ethyl)-3-(4-methoxybenzyloxy)-4-methyloctahydropyrano[3,2-b]pyran-2-yl)acetate 
• 142325-64-2 2-((2S,3R,4R,4aS,6R,7R,8aS)-7-(tert-butyldimethylsilyloxy)-6-(2-(tert-butyldimethylsilyloxy)ethyl)-3-(4-methoxybenzyloxy)-4-methyloctahydropyrano[3,2-b]pyran-2-yl)ethanol 
• 142325-62-0 (4S,5R,E)-methyl 5-((5aR,7S,8S,9aR)-8-hydroxy-2,2-dimethylhexahydro-4H-pyrano[3,2-d][1,3]dioxepin-7-yl)-4-(4-methoxybenzyloxy)hex-2-enoate 
• 142325-63-1 [(2S,3R,4R,4aS,5aR,10aR,11aS)-3-(4-Methoxy-benzyloxy)-4,9,9-trimethyl-decahydro-1,5,8,10-tetraoxa-cyclohepta[b]naphthalen-2-yl]-acetic acid methyl ester 
• 157322-61-7 [(2S,3R,4R,4aS,6R,7R,8aS)-7-Hydroxy-6-(2-hydroxy-ethyl)-3-(4-methoxy-benzyloxy)-4-methyl-octahydro-pyrano[3,2-b]pyran-2-yl]-acetic acid methyl ester 
• 157322-60-6 (E)-(4S,5R)-5-[(2S,3S,5R,6R)-3,5-Dihydroxy-6-(2-hydroxy-ethyl)-tetrahydro-pyran-2-yl]-4-(4-methoxy-benzyloxy)-hex-2-enoic acid methyl ester 

Relevant articles and documents

Highly functionalized pyranopyrans from furans: A synthesis of the C27-C38 and C44-C53 subunits of norhalichondrin B

(Chemical Equation Presented) A synthesis of highly functionalized pyranopyrans based on an Achmatowicz oxidation followed by a remarkably diastereoselective Kishi reduction is described in the context of studies directed toward norhalichondrin B.

Synthetic Studies towards Halichondrins: Synthesis of the C.27-C.38 Segment

An efficient synthesis of the C.27-C.38 segment of halichondrins is accomplished, using the Ireland-Claisen rearrangement, Ni(II)/Cr(II)-mediated coupling and Michael reactions as the key steps.