176444-17-0

Upstream product

• 116652-76-7 Weinreb amide of (S)-3-benzyloxy-2-methylpropionic acid 
• 81927-55-1 O-benzyl 2,2,2-trichloroacetimidate 
• 79027-28-4 (2S)-3-(benzyloxy)-2-methylpropanal 
• 106357-29-3 (2S,3R,4R)-1-benzyloxy-2,4-dimethylhex-5-en-3-ol 
• 74-88-4 methyl iodide 

Downstream Products

• 152192-55-7 (E)-(2S,6R,7R,8R)-2-[(4S,5S,6S)-6-((S)-2-Benzyloxy-1-methyl-ethyl)-2,2-di-tert-butyl-5-methyl-[1,3,2]dioxasilinan-4-yl]-7-methoxy-6,8-dimethyl-10-triisopropylsilanyloxy-dec-3-en-5-one 
• 152192-53-5 ((3R,4R,5S)-6-Benzyloxy-4-methoxy-3,5-dimethyl-hexyloxy)-triisopropyl-silane 
• 214626-38-7 (3R,4R,5S)-6-Benzyloxy-4-methoxy-3,5-dimethyl-hexan-1-ol 

Relevant academic research and scientific papers

The total synthesis of scytophycin C. Part 1: Stereocontrolled synthesis of the C1-C32 protected seco acid

A stereocontrolled synthesis of the C1-C32 seco acid derivative 9 for scytophycin C (1) was completed in 14 steps (18.2% yield, 85% ds) from aldehyde (S)-18. Key steps include: (i) the asymmetric crotylboration of (S)- 18 to give hom

Studies in marine macrolide synthesis: A stereocontrolled synthesis of a C17- C32 subunit of scytophycin C

The C17-C32 subunit 8 of scytophycin C was prepared in 11 steps (19% yield, 83% ds) from (S)-12. Key features include the dipropionate aldol construction of the stereopentad 11, the Brown asymmetric crotylboration leading to 10, followed by their Ba(OH)2-induced, Horner-Emmons coupling to give 23, and the BF3·OEt2-promoted allylation, 25 → 26.