113428-13-0

Basic information

• Product Name: 1-phenoxy-4-(trimethylsilyl)-3(E)-buten-2(S)-ol
• Synonyms: 1-phenoxy-4-(trimethylsilyl)-3(E)-buten-2(S)-ol
• CAS NO: 113428-13-0
• Molecular Weight: 236.386
• Mol File: 113428-13-0.mol

Chemical Properties

• CAS DataBase Reference: 1-phenoxy-4-(trimethylsilyl)-3(E)-buten-2(S)-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-phenoxy-4-(trimethylsilyl)-3(E)-buten-2(S)-ol(113428-13-0)
• EPA Substance Registry System: 1-phenoxy-4-(trimethylsilyl)-3(E)-buten-2(S)-ol(113428-13-0)

Safety Data

• Hazardous Substances Data: 113428-13-0(Hazardous Substances Data)

Upstream product

• 113331-48-9 1-phenoxy-4-(trimethylsilyl)-2(E)-buten-2-ol 
• 1746-13-0 allyl phenyl ether 
• 2120-70-9 2-phenoxyethanal 
• 54655-07-1 lithium trimethylsilylacetylenide 
• 111348-37-9 1-phenoxy-4-(trimethylsilyl)-3-butyn-2-ol 

Downstream Products

• 129618-68-4 3(S)-<(tert-butyldimethylsilyl)oxy>-1-iodo-4-phenoxy-1(E)-butene 
• 113331-49-0 (R)-2-Phenoxy-1-(3-trimethylsilanyl-oxiranyl)-ethanol 
• 129594-51-0 (6Z,8E,10E)-(5S,12S)-5,12-Bis-(tert-butyl-dimethyl-silanyloxy)-13-phenoxy-trideca-6,8,10-trienoic acid 
• 129594-52-1 5(S),12(S)-dihydroxy-13-phenoxy-6(Z),8(E),10(E)-tridecatrienoic acid 
• 113331-49-0 (S)-2-Phenoxy-1-(3-trimethylsilanyl-oxiranyl)-ethanol 
• 1071041-37-6 4-Nitro-benzoic acid (S)-2-phenoxy-1-(3-trimethylsilanyl-oxiranyl)-ethyl ester 
• 113331-50-3 tert-Butyl-((E)-(R)-3-iodo-1-phenoxymethyl-allyloxy)-dimethyl-silane 

Relevant articles and documents

Highly Stereocontrolled Total Synthesis of Leukotriene B4, 20-Hydroxyleukotriene B4, Leukotriene B3, and Their Analogues

A highly stereocontrolled and practical new method for synthesis of LTB4 (1), 20-OH-LTB4 (2), and LTB3 (3) has been developed, which uses the palladium catalyzed coupling reaction of the vinylborane 5, derived from the C(1)-C(9) fragment 4, with the corresponding C(10)-C(20) fragments 6a-c.The acetylene 4 was synthesized by palladium-copper-catalyzed coupling reaction of (trimethylsilyl)acetylene with the bromide 12, which was prepared from γ-(trimethylsilyl)allylic alcohol (S)-10 by bromination followed by debromosilylation.The alcohol (S)-10 was obtained by the kinetic resolution of the racemate dl-10 using the Sharpless reagent.The vinyl iodides 6a and 6b were prepared from racemic γ-(trimethylsilyl)allylic alcohols dl-17 and dl-28, respectively, by the Sharpless kinetic resolution followed by the reactions taking advantage of the reactivity of vinylsilane moiety, while the segment 6c was prepared by the Sharpless kinetic resolution of racemic γ-iodoallylic alcohol dl-34 followed by protection.By using this method, precursors of the radiolabeled LTB4, and 20-OH-LTB4, i.e., 14,15-didehydro-LTB4 (40) and 14,15-didehydro-20-OH-LTB4 (41), respectively, were also synthesized.Similarly the novel structural analogue of LTB 42-44 were prepared.

A HIGHLY EFFICIENT KINETIC RESOLUTION OF γ- AND β-TRIMETHYLSILYL SECONDARY ALLYLIC ALCOHOLS BY THE SHARPLESS ASYMMETRIC EPOXIDATION

Kinetic resolution of γ- and β-trimethylsilyl secondary allylic alcohols proceeds with very large and synthetically satisfactory rate differences for the two enentiomers, respectively, thus providing a convenient and widely applicable method for preparati

A HIGHLY EFFICIENT SYNTHESIS OF γ-HALO ALLYLIC ALCOHOLS AND PROPARGYLIC ALCOHOLS WITH OPTICAL PURITY. PRACTICAL METHOD FOR SYNTHESIS OF THE PROSTAGLANDIN ω-CHAIN.

Kinetic resolution of γ-trimethylsilyl allylic alcohols 5 by the Sharpless process combined with the reactivity of epoxysilyl or vinylsilyl compounds affords a highly efficient method for preparation of optically pure γ-halo secondary allylic alcohols of type 1-4 and propargylic alcohols 14, thus providing a practical route to the prostaglandin ω-chain.