319426-10-3

Basic information

• Product Name: tert-butyl-[4-(3,4-dihydro-2H-pyran-2-ylmethoxy)-phenoxy]-dimethyl-silane
• Synonyms: tert-butyl-[4-(3,4-dihydro-2H-pyran-2-ylmethoxy)-phenoxy]-dimethyl-silane
• CAS NO: 319426-10-3
• Molecular Weight: 320.504
• Mol File: 319426-10-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: tert-butyl-[4-(3,4-dihydro-2H-pyran-2-ylmethoxy)-phenoxy]-dimethyl-silane(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl-[4-(3,4-dihydro-2H-pyran-2-ylmethoxy)-phenoxy]-dimethyl-silane(319426-10-3)
• EPA Substance Registry System: tert-butyl-[4-(3,4-dihydro-2H-pyran-2-ylmethoxy)-phenoxy]-dimethyl-silane(319426-10-3)

Safety Data

• Hazardous Substances Data: 319426-10-3(Hazardous Substances Data)

Upstream product

• 3749-36-8 2-hydroxymethyl-3,4-dihydro-2H-pyran 
• 108534-47-0 4-(tert-butyldimethylsilyloxy)phenol 
• 123-31-9 hydroquinone 
• 18162-48-6 tert-butyldimethylsilyl chloride 

Downstream Products

• 319426-09-0 4-(3,4-dihydro-2H-pyran-2-ylmethoxy)-phenol 

Relevant articles and documents

Soluble polymer-supported chemoenzymatic synthesis of the C21-C27 fragment of the bryostatins

A chemoenzymatic synthesis of the C21-C27 fragment of the marine macrolide family of bryostatin antibiotics is presented. The approach commences from achiral starting materials and has as its crucial step the enzymatic resolution of a racemic mixture of soluble polymer-supported alcohols (syn-10 and syn-11). The immobilized lipase from Candida antarctica (Novozym 435) catalyzes the enantioselective acetylation of syn-10 (in 40% conversion and >99% ee), allowing isolation of the key intermediate (R)-14 in enantiomerically pure form following its cleavage from the poly(ethylene) glycol (PEG) scaffold. The PEG matrix is both compatible with the multipolymer enzymatic transformation and allows for rapid purification and facile NMR characterization of all intermediates throughout the synthesis.