131864-03-4

Upstream product

• 85428-24-6 (R)-4-benzyloxy-3-hydroxy-1-butyne 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 558-13-4 carbon tetrabromide 
• 120505-33-1 (S)-3-Benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-propionaldehyde 
• 114826-56-1 ((R)-1-Benzyloxymethyl-allyloxy)-tert-butyl-dimethyl-silane 

Downstream Products

• 141858-98-2 (R)-5-benzyloxy-4-tert-butyldimethylsilyloxypent-2-yn-1-ol 
• 131864-06-7 1-(2-pivaloylpterin-6-yl)-4-(benzyloxy)but-1-yn-3-one 
• 131864-05-6 (R)-1-(2-pivaloylpterin-6-yl)-4-(benzyloxy)but-1-yn-3-ol 
• 141859-05-4 (3R,4R)-(E)-7-benzyloxy-4-methoxymethoxymethylhept-5-en-1-yn-3-ol 
• 141859-05-4 (3S,4R)-(E)-7-benzyloxy-4-methoxymethoxymethylhept-5-en-1-yn-3-ol 
• 141859-07-6 (3S,4R)-(E)-3-benzoyloxy-7-benzyloxy-4-methoxymethoxymethylhept-5-en-1-yne 
• 141859-03-2 (R)-(Z)-1-benzyloxy-5-methoxymethoxy-2-(3-trimethylsilylpropargyloxy)pent-3-ene 
• 141859-00-9 (R)-(Z)-1-benzyloxy-2-tert-butyldimethylsilyloxy-5-methoxymethoxypent-4-ene 
• 141858-99-3 (R)-5-benzyloxy-4-tert-butyldimethylsilyloxy-1-methoxymethoxypent-2-ene 
• 141859-04-3 (3R,4R)-(Z)-7-benzyloxy-4-methoxymethoxymethyl-1-trimethylsilylhept-5-en-1-yn-3-ol 
• 141859-02-1 (R)-(Z)-1-benzyloxy-5-methoxymethoxy-2-propargyloxypent-4-ene 
• 141858-96-0 (2S,3R,4RS,5RS)-5-benzyloxymethyl-4-bromo-2-ethynyl-3-methoxymethoxymethyltetrahydrofuran 
• 141858-97-1 (2S,3R,4RS,5RS)-5-benzyloxymethyl-4-bromo-2-ethyl-3-methoxymethoxymethyltetrahydrofuran 
• 141859-01-0 (R)-(Z)-1-benzyloxy-5-methoxymethoxypent-4-en-2-ol 

Relevant academic research and scientific papers

Total Synthesis of Pestalotioprolide e and Structural Revision of Pestalotioprolide F

A short and convergent strategy for the first asymmetric total synthesis of cytotoxic macrolides pestalotioprolides E and F has been developed. The key features of this synthesis include Takai olefination, Sonogashira coupling, Ni-assisted partial hydroge

Syntheses of naturally occurring cytotoxic [7.7]paracyclophanes, (-)-cylindrocyclophane A and its enantiomer, and implications for biological activity

The total syntheses of (-)-cylindrocyclophane A (1), a naturally occurring, cytotoxic [7.7]paracyclophane, and its enantiomer have been achieved in an enantiodivergent manner starting from a chiral propargyl alcohol building block using Smith's cross metathesis/ring-closing metathesis protocol as the key step. The biological evaluation of both enantiomers of cylindrocyclophane A (1 and ent-1) and its analogues indicated that the chirality of 1 is irrelevant to its cytotoxicity, which is attributed to the resorcinol motifs embedded in the robust [7.7]paracyclophane framework.

AN ENANTIOCONTROLLED ROUTE TO THE C11-17 SEGMENT OF MYCINAMICINS III AND IV

An enantiocontrolled route to the common C11-17 segment (2) of mycinamicins III (1a) and IV (1b) has been developed starting from the chiral α-hydroxyacetylene (6) obtained from (E)-4-benzyloxybut-2-en-1-ol (3).