375827-03-5

Basic information

• Product Name: (4R,6R)-6-[(1R,2S)-4-Benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-butyl]-4-[(4R,6S)-6-((4S,6R)-6-bromomethyl-2,2-dimethyl-[1,3]dioxan-4-ylmethyl)-2,2-dimethyl-[1,3]dioxan-4-ylmethyl]-2,2-dimethyl-[1,3]dioxane-4-carbonitrile
• Synonyms: (4R,6R)-6-[(1R,2S)-4-Benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-butyl]-4-[(4R,6S)-6-((4S,6R)-6-bromomethyl-2,2-dimethyl-[1,3]dioxan-4-ylmethyl)-2,2-dimethyl-[1,3]dioxan-4-ylmethyl]-2,2-dimethyl-[1,3]dioxane-4-carbonitrile
• CAS NO: 375827-03-5
• Molecular Weight: 796.955
• Mol File: 375827-03-5.mol

Chemical Properties

• CAS DataBase Reference: (4R,6R)-6-[(1R,2S)-4-Benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-butyl]-4-[(4R,6S)-6-((4S,6R)-6-bromomethyl-2,2-dimethyl-[1,3]dioxan-4-ylmethyl)-2,2-dimethyl-[1,3]dioxan-4-ylmethyl]-2,2-dimethyl-[1,3]dioxane-4-carbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: (4R,6R)-6-[(1R,2S)-4-Benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-butyl]-4-[(4R,6S)-6-((4S,6R)-6-bromomethyl-2,2-dimethyl-[1,3]dioxan-4-ylmethyl)-2,2-dimethyl-[1,3]dioxan-4-ylmethyl]-2,2-dimethyl-[1,3]dioxane-4-carbonitrile(375827-03-5)
• EPA Substance Registry System: (4R,6R)-6-[(1R,2S)-4-Benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-butyl]-4-[(4R,6S)-6-((4S,6R)-6-bromomethyl-2,2-dimethyl-[1,3]dioxan-4-ylmethyl)-2,2-dimethyl-[1,3]dioxan-4-ylmethyl]-2,2-dimethyl-[1,3]dioxane-4-carbonitrile(375827-03-5)

Safety Data

• Hazardous Substances Data: 375827-03-5(Hazardous Substances Data)

Upstream product

• 375826-89-4 C₁₅H₂₆Br₂O₄ 
• 375826-90-7 (6R)-6-[(1R,2S)-4-benzyloxy-2-(tert-butyldimethylsilanyloxy)-1-methylbutyl]-2,2-dimethyl-[1,3]dioxane-4-carbonitrile 
• 69739-34-0 t-butyldimethylsiyl triflate 
• 375826-98-5 (3R,4R,5S)-7-benzyloxy-5-(tert-butyldimethylsilanyloxy)-3-hydroxy-4-methylheptanoic acid ethyl ester 
• 375827-01-3 (2R,6R,8R)-1,9-dibromo-2,8-bis(tert-butyldimethylsilanyloxy)-6-hydroxynonan-4-one 
• 475160-66-8 (4R)-5-bromo-4-(tert-butyldimethylsilanyloxy)pentan-2-one 
• 375826-96-3 (2S,3S)-5-benzyloxy-3-(tert-butyldimethylsilanyloxy)-2-methylpentanoic acid ethyl ester 
• 375826-99-6 (4R)-5-bromo-4-(tert-butyldimethylsilanyloxy)-2-(trimethylsilanyloxy)pent-1-ene 
• 142929-76-8 (2S,3S)-5-Benzyloxy-3-hydroxy-2-methyl-pentanoic acid ethyl ester 
• 375827-02-4 (2R,4S,6S,8R)-1,9-dibromo-2,8-bis(tert-butyldimethylsilanyloxy)nonane-4,6-diol 
• 375826-97-4 (4S,5S)-7-benzyloxy-5-(tert-butyldimethylsilanyloxy)-4-methyl-3-oxoheptanoic acid ethyl ester 

Downstream Products

• 375827-04-6 C₆₂H₉₆N₂O₁₁Si 
• 51053-36-2 dermostatin A 

Relevant articles and documents

Total synthesis of the polyene macrolide dermostatin A

Herein we provide full details of studies which culminated in the first total synthesis of the polyene macrolide dermostatin A, confirming our earlier stereochemical assignment. A highly convergent synthesis was developed, featuring the cyanohydrin acetonide method for polyol construction and a Stille approach to polyene introduction. The strategies and tactics developed en route should be of value for the preparation of other members of the polyene macrolide class, as well as analogs of the dermostatins.