635727-26-3

Basic information

• Product Name: 1-{[(2R,3S)-1-(benzyloxy)-3-methylpent-4-en-2-yloxy]methyl}-4-methoxy-benzene
• Synonyms: 1-{[(2R,3S)-1-(benzyloxy)-3-methylpent-4-en-2-yloxy]methyl}-4-methoxy-benzene
• CAS NO: 635727-26-3
• Molecular Weight: 326.436
• Mol File: 635727-26-3.mol

Chemical Properties

• CAS DataBase Reference: 1-{[(2R,3S)-1-(benzyloxy)-3-methylpent-4-en-2-yloxy]methyl}-4-methoxy-benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-{[(2R,3S)-1-(benzyloxy)-3-methylpent-4-en-2-yloxy]methyl}-4-methoxy-benzene(635727-26-3)
• EPA Substance Registry System: 1-{[(2R,3S)-1-(benzyloxy)-3-methylpent-4-en-2-yloxy]methyl}-4-methoxy-benzene(635727-26-3)

Safety Data

• Hazardous Substances Data: 635727-26-3(Hazardous Substances Data)

Upstream product

• 1779-49-3 Methyltriphenylphosphonium bromide 
• 635727-09-2 (2R,3S)-1-Benzyloxy-3-methyl-pent-4-en-2-ol 
• 824-94-2 p-methoxybenzyl chloride 

Downstream Products

• 635727-28-5 (E)-(5R,6R,7R)-8-Benzyloxy-7-(4-methoxy-benzyloxy)-6-methyl-5-triisopropylsilanyloxy-oct-2-enoic acid ethyl ester 
• 635727-30-9 (E)-4-((2R,4R,5R,6R)-6-Benzyloxymethyl-5-methyl-4-triisopropylsilanyloxy-tetrahydro-pyran-2-yl)-but-2-enoic acid ethyl ester 
• 635727-11-6 ethyl (5R,6R,7R)-8-benzyloxy-7-hydroxy-6-methyl-5-triisopropylsilanyloxy-(2E)-octenoate 
• 635727-27-4 (E)-(5R,6S,7R)-8-Benzyloxy-5-hydroxy-7-(4-methoxy-benzyloxy)-6-methyl-oct-2-enoic acid ethyl ester 
• 635727-31-0 4-[(2R,4R,5R,6R)-6-benzyloxymethyl-5-methyl-4-triisopropylsilanyloxytetrahydropyran-2-yl]-(2E)-buten-1-ol 
• 635727-12-7 ethyl [(2S,4R,5R,6R)-6-benzyloxymethyl-5-methyl-4-triisopropylsilanyloxytetrahydropyran-2-yl]acetate 
• 635727-10-5 (4R,5S,6R)-7-benzyloxy-6-(4-methoxybenzyloxy)-5-methylhept-1-en-4-ol 

Relevant articles and documents

Synthesis of a spiroacetal moiety of antitumor antibiotic ossamycin by anodic oxidation

Synthesis of the spiroacetal moiety (C20-C33) of the antitumor antibiotic ossamycin, is reported. Anodic oxidation of the dithioacetal effected simultaneous removal of the protecting group and acetalization to afford the corresponding 6,6-spiroacetal structure in excellent yield.

Stereoselective total synthesis of the natural (+)-lasonolide A

The natural (+)-lasonolide A (1), an anti-tumor agent, has been synthesized via thermodynamic benzylidene formation at the C22 quaternary chiral center, use of a disulfone equivalent for elongation of the C 15-C17 three-carbon chain as well as introduction of the two trans olefins at C15 and C17, iodocyclization for the upper THP, Michael addition for the bottom THP, and intramolecular Horner-Emmons olefination for the 20-membered macrolactone.

Total Synthesis of Natural (+)-Lasonolide A

The diastereoselective differentiation of two methylene groups of a cyclic acetal is a unique feature of a highly enantioselective total synthesis of natural (+)-Iasonolide A (see picture), which is used to create the C22 quaternary asymmetric center. Other key strategies are the use of a sulfone-sulfide as a three-carbon fragment with two latent trans double bonds and macrocyclization through an intramolecular Horner-Emmons reaction.