862814-40-2

Upstream product

• 862814-66-2 1-benzyloxy-5-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-hex-5-en-3-ol 
• 862814-25-3 Acetic acid (R)-6-(2-benzyloxy-ethyl)-4-methylene-tetrahydro-pyran-2-yl ester 
• 862814-54-8 (R)-7-Benzyloxy-3-methylene-heptane-1,5-diol 
• 862814-67-3 (R)-6-(2-Benzyloxy-ethyl)-4-methylene-tetrahydro-pyran-2-ol 
• 862814-28-6 [6-(2-benzyloxy-ethyl)-4-methylene-tetrahydro-pyran-2-yl]-thioacetic acid S-tert-butyl ester 

Downstream Products

• 862814-60-6 4-{(2R,4S,6R)-6-[(2R,6R)-6-(2-Benzyloxy-ethyl)-4-methylene-tetrahydro-pyran-2-ylmethyl]-4-triisopropylsilanyloxy-tetrahydro-pyran-2-yl}-2-chloromethyl-oxazole 
• 862814-46-8 Acetic acid {(S)-1-[(2R,6R)-6-(2-benzyloxy-ethyl)-4-methylene-tetrahydro-pyran-2-ylmethyl]-but-3-enyloxy}-(2-chloromethyl-oxazol-4-yl)-methyl ester 
• 862814-52-6 (2S,4S,6R)-2-[(2R,6R)-6-(2-Benzyloxy-ethyl)-4-methylene-tetrahydro-pyran-2-ylmethyl]-6-(2-chloromethyl-oxazol-4-yl)-tetrahydro-pyran-4-ol 
• 862814-48-0 4-{(2R,4R,6R)-6-[(2R,6R)-6-(2-Benzyloxy-ethyl)-4-methylene-tetrahydro-pyran-2-ylmethyl]-4-bromo-tetrahydro-pyran-2-yl}-2-chloromethyl-oxazole 
• 862814-64-0 2-Chloromethyl-oxazole-4-carboxylic acid (S)-1-[(2R,6R)-6-(2-benzyloxy-ethyl)-4-methylene-tetrahydro-pyran-2-ylmethyl]-but-3-enyl ester 
• 862814-42-4 (S)-1-[(2R,6R)-6-(2-Benzyloxy-ethyl)-4-methylene-tetrahydro-pyran-2-yl]-pent-4-en-2-ol 

Relevant academic research and scientific papers

Synthesis of the C3-C19 segment of phorboxazole B

(Chemical Equation Presented) Three segment-coupling Prins approaches to the C3-C19 segment of phorboxazole B have been developed. One successful strategy utilized a novel TMSBr-mediated cyclization that proceeded with complete axial selectivity. Displacement of bromide with cesium acetate provided the C13 hydroxyl stereocenter of 22. Additionally, treatment of α-acetoxy ether 20 with TFA enabled a more concise synthesis of the C3-C19 target 13 by allowing direct access to the equatorial alcohol.