553665-15-9

Upstream product

• 69-65-8 mannitol 
• 693-25-4 n-pentylmagnesium bromide 
• 553665-52-4 (4S,5S)-5-(2-Methoxy-ethoxymethoxy)-undec-1-yn-4-ol 
• 553665-03-5 (R)-1-((4S,5R)-5-Hydroxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-(2-methoxy-ethoxymethoxy)-butan-1-ol 
• 553665-24-0 (4R,5R)-4,5-bis(benzyloxy)hept-6-en-1-ol 
• 553664-99-6 Toluene-4-sulfonic acid (2S,3S)-2,3-dihydroxy-nonyl ester 
• 553665-05-7 2,2-Dimethyl-propionic acid (4R,5R)-5-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-4-(2-methoxy-ethoxymethoxy)-butyl]-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester 
• 553665-09-1 tert-Butyl-[(R)-1-((4R,5S)-5-iodomethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-(2-methoxy-ethoxymethoxy)-butoxy]-dimethyl-silane 
• 553665-07-9 {(4R,5R)-5-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-4-(2-methoxy-ethoxymethoxy)-butyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-methanol 
• 553665-22-8 2,2-Dimethyl-propionic acid (4R,5S)-5-[(R)-1-hydroxy-4-(2-methoxy-ethoxymethoxy)-butyl]-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester 
• 553665-13-7 C₂₅H₃₄O₅ 
• 848360-44-1 (3aS,4S,6R,6aS)-4-Benzyloxy-6-[(E)-3-(2-methoxy-ethoxymethoxy)-propenyl]-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole 
• 553665-11-5 (3R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-7-(2-methoxy-ethoxymethoxy)-hept-1-en-3-ol 
• 553665-19-3 (4R,5S)-5-Hexyl-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid ethyl ester 

Downstream Products

• 553665-17-1 (E)-(5R,6R,10S)-5,6-Bis-benzyloxy-10-[(S)-1-(2-methoxy-ethoxymethoxy)-heptyl]-3,4,5,6,9,10-hexahydro-oxecin-2-one 

Relevant academic research and scientific papers

Total synthesis of (-)-microcarpalide from d-mannitol

The total synthesis of the actin-targeting metabolite (-)-microcarpalide is described. Ring-closing metathesis of a dienic ester was used as the key step. d-Mannitol was used as the chiral pool material for the construction of the olefinic acid moiety as well as the olefinic alcohol moiety of the molecule.

Total synthesis of microcarpalide

A total synthesis of the natural product microcarpalide is described. Ring-closing metathesis of a dienic ester was used as the key step. Mannose was used as the chiral pool material for the construction of the olefinic-acid and a Sharpless asymmetric dih