484664-27-9

Basic information

• Product Name: (2S)-1-benzyloxy-5-trimethylsilanyl-pent-4-yn-2-ol
• Synonyms: (2S)-1-benzyloxy-5-trimethylsilanyl-pent-4-yn-2-ol
• CAS NO: 484664-27-9
• Molecular Weight: 262.424
• Mol File: 484664-27-9.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: (2S)-1-benzyloxy-5-trimethylsilanyl-pent-4-yn-2-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (2S)-1-benzyloxy-5-trimethylsilanyl-pent-4-yn-2-ol(484664-27-9)
• EPA Substance Registry System: (2S)-1-benzyloxy-5-trimethylsilanyl-pent-4-yn-2-ol(484664-27-9)

Safety Data

• Hazardous Substances Data: 484664-27-9(Hazardous Substances Data)

Upstream product

• 100-39-0 benzyl bromide 
• 2930-05-4 (S)-benzyl glycidyl ether 
• 1066-54-2 trimethylsilylacetylene 
• 54655-07-1 lithium trimethylsilylacetylenide 

Downstream Products

• 1333229-60-9 (S)-1-(benzyloxy)-7-phenylhepta-4,6-diyn-2-ol 
• 484664-29-1 (S)-[2-(1-methoxyallyloxy)pent-1-ynyloxymethyl]benzene 
• 357419-67-1 Acetic acid (1R,2S,4S)-2-acetoxy-5-benzyloxy-1-{(2R,3R,4S,5S,6R)-4-(tert-butyl-dimethyl-silanyloxy)-6-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-propyl]-2-methoxy-3,5-dimethyl-tetrahydro-pyran-2-yl}-4-methoxy-pentyl ester 
• 357419-52-4 (E)-(2S,7R,8S,9S,10R,12R)-1-Benzyloxy-12-(tert-butyl-dimethyl-silanyloxy)-2,13-dimethoxy-7,9-dimethyl-8,10-bis-trimethylsilanyloxy-tridec-4-en-6-one 
• 357419-66-0 (2S,3R,4S,5S,6R)-2-((E)-(S)-5-Benzyloxy-4-methoxy-pent-1-enyl)-4-(tert-butyl-dimethyl-silanyloxy)-6-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-propyl]-2-methoxy-3,5-dimethyl-tetrahydro-pyran 
• 357419-53-5 (2S,3R,4S,5R,6R)-2-((E)-(S)-5-Benzyloxy-4-methoxy-pent-1-enyl)-6-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-propyl]-2-methoxy-3,5-dimethyl-tetrahydro-pyran-4-ol 
• 357419-51-3 ((E)-(S)-5-Iodo-2-methoxy-pent-4-enyloxymethyl)-benzene 
• 357419-50-2 (2S)-1-O-benzyl-2-methoxypent-4-yn-1-ol 
• 897961-42-1 (2''S)-1-[2-(3-benzyloxy-2-triethylsilanyloxypropyl)-[1,3]-dithian-2-yl]-5-triethylsilanyloxy-8-trimethylsilanyl-oct-7-yn-2-one 
• 897961-41-0 (2S)-1-benzyloxy-2,9-bistriethylsilanyloxy-12-trimethylsilanyldodeca-4,11-diyn-6-one 
• 897961-40-9 (2S)-1-benzyloxy-9-hydroxy-2-triethylsilanyloxy-12-trimethylsilanyldodeca-4,11-diyn-6-one 
• 897961-39-6 (7S)-8-benzyloxy-1-oxiranyl-7-triethylsilanyloxyoct-4-yn-3-one 

Relevant articles and documents

Synthesis and absolute configuration of the 7-phenylhepta-4,6-diyne-1,2- diol isolated from Bidens pilosa

The title diynediol was synthesized in enantiopure (>98.4% ee) forms, with the cross coupling of phenylacetylene with either (R)- or (S)-5-benzyloxypent-1-yn-4-ol catalyzed by nickel(II) chloride-copper(I) iodide as the key step. Comparison of the spectro

Synthesis of the bis-spiroacetal moiety of the shellfish toxins spirolides B and D using an iterative oxidative radical cyclization strategy

The enantioselective synthesis of the bis-spiroacetal fragment of the shellfish toxins, spirolides B 1 and D 2, is reported. The carbon framework was constructed via a Barbier reaction of dihydropyran 10 with aldehyde 11, followed by two oxidative radical cyclizations to construct the bis-spiroacetal ring system. A silyl-modified Prins cyclization and enantioselective crotylation successfully installed the stereocenters in the cyclization precursor 21. The initial unsaturated bis-spiroacetals 9a-d underwent equilibration during epoxidation to trans-epoxide 24 that was converted to tertiary alcohol 7. The Royal Society of Chemistry 2006.

Synthesis of the bis-spiroacetal moiety of spirolides B and D

(Chemical Equation Presented) An enantioselective synthesis of the bis-spiroacetal fragment of spirolides B and D is reported. The carbon framework was constructed via Barbier reaction of dihydropyran 3 with aldehyde 4, followed by a double oxidative radi