250328-25-7

Basic information

• Product Name: (2R,4R,5S)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-6-eth-(E)-ylidene-5-methyl-2-[(triisopropylsilanyl)-ethynyl]-[1,3]dioxane
• Synonyms: (2R,4R,5S)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-6-eth-(E)-ylidene-5-methyl-2-[(triisopropylsilanyl)-ethynyl]-[1,3]dioxane
• CAS NO: 250328-25-7
• Molecular Weight: 590.994
• Mol File: 250328-25-7.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (2R,4R,5S)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-6-eth-(E)-ylidene-5-methyl-2-[(triisopropylsilanyl)-ethynyl]-[1,3]dioxane(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,4R,5S)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-6-eth-(E)-ylidene-5-methyl-2-[(triisopropylsilanyl)-ethynyl]-[1,3]dioxane(250328-25-7)
• EPA Substance Registry System: (2R,4R,5S)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-6-eth-(E)-ylidene-5-methyl-2-[(triisopropylsilanyl)-ethynyl]-[1,3]dioxane(250328-25-7)

Safety Data

• Hazardous Substances Data: 250328-25-7(Hazardous Substances Data)

Upstream product

• 594-00-3 1-chloro-1-iodo-ethane 
• 250328-34-8 (2R,4R,5S,6R)-4-Benzenesulfonyl-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-5-methyl-2-[(triisopropylsilanyl)-ethynyl]-[1,3]dioxane 

Downstream Products

• 250328-36-0 C₁₈H₂₂O₄ 
• 250328-37-1 C₄₃H₆₀O₄Si₂ 
• 250328-26-8 (2R,3S,5S,6R)-2-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3,5-dimethyl-6-[(triisopropylsilanyl)-ethynyl]-tetrahydro-pyran-4-one 

Relevant articles and documents

Total synthesis of (+)-phorboxazole A exploiting the Petasis-Ferrier rearrangement

A highly convergent, stereocontrolled total synthesis of the potent antiproliferative agent (+)-phorboxazole A (1) has been achieved. Highlights of the synthesis include: modified Petasis-Ferrier rearrangements for assembly of both the C(11 - 15) and C(22-26) cis-tetrahydropyran rings; extension of the Julia olefination to the synthesis of enol ethers; the design, synthesis, and application of a novel bifunctional oxazole linchpin; and Stille coupling of a C(28) trimethyl stannane with a C(29) oxazole triflate. The longest linear sequence leading to (+)-phorboxazole A (1) was 27 steps, with an overall yield of 3%.