187756-76-9

Upstream product

• 69739-34-0 t-butyldimethylsiyl triflate 
• 93381-28-3 (R)-3-bromo-2-methyl-1-propanol 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 105859-44-7 methyl (R)-2-methyl-3-[(tert-butyldimethylsilyl)oxy]propionate 
• 105859-45-8 (S)-3-(tert-butyldimethylsilyloxy)-2-methylpropan-1-ol 
• 133093-16-0 methanesulfonic acid 3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propyl ester 

Downstream Products

• 773155-77-4 N-[1-benzyl-4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-butyl]-2,2,2-trifluoro-acetamide 
• 773155-75-2 (R)-4-Benzyl-3-[(1R,3S)-1-benzyl-4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-butylamino]-oxazolidin-2-one 
• 773155-83-2 N-[1-benzyl-4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-butyl]-N-(4-benzyl-2-oxo-oxazolidin-3-yl)-2,2,2-trifluoro-acetamide 
• 210690-85-0 (2S,6Z,9S,10E)-1,9-Bis[(1,1-dimethylethyl)dimethylsilyloxy]-11-(2-methylthiazol-4-yl)-2,6,10-trimethyl-undeca-6,10-diene 
• 226940-40-5 (S)-7-(tert-butyl-dimethyl-silanyloxy)-6-methyl-2-(triphenylphosphanylidene)-heptanoic acid methyl ester 
• 226940-66-5 C₄₅H₆₇IO₃Si₂ 
• 226940-43-8 4-[(1E,5E)-(3S,10S)-3,11-Bis-(tert-butyl-dimethyl-silanyloxy)-10-methyl-6-trityloxymethyl-undeca-1,5-dienyl]-2-methyl-thiazole 
• 226940-56-3 4-[(1E,5E)-(3S,10S)-3,11-Bis-(tert-butyl-dimethyl-silanyloxy)-2,10-dimethyl-6-trityloxymethyl-undeca-1,5-dienyl]-2-methyl-thiazole 

Relevant academic research and scientific papers

Micromonosporamide A with Glutamine-Dependent Cytotoxicity from Micromonospora sp. MM609M-173N6: Isolation, Stereochemical Determination, and Synthesis

An acyldipeptide, micromonosporamide A, was isolated from the fermentation broth of Micromonospora sp. MM609M-173N6 by bioassay-guided fractionation using a glutamine compensation assay. The planar structure was elucidated on the basis of comprehensive on

Synthetic studies towards an advanced precursor of the jatrophane diterpene Pl-4

Jatrophane diterpenes, isolated from members of the Euphorbiaceae plant family, constitute a class of biologically and structurally intriguing natural products. Herein, different strategies for the preparation of an advanced intermediate towards the total synthesis of the jatrophane diterpene Pl-4 are described. Key strategies for the elaboration of the jatrophane precursors include hydrometalation and radical reactions. Georg Thieme Verlag KG Stuttgart · New York.

Stereoselective Mn-mediated coupling of functionalized iodides and hydrazones: A synthetic entry to the tubulysin γ-amino acids

(Chemical Equation Presented) Synthesis of γ-amino acids, important building blocks in bioorganic and natural product chemistry, is accomplished using a stereoselective carbon-carbon bond construction of the chiral amine. Alkyl iodides and chiral hydrazon

Total synthesis of 16-desmethylepothilone B, epothilone B10, epothilone F, and related side chain modified epothilone B analogues

The macrolactonization-based strategy for the total synthesis of epothilones has been streamlined and improved to a high level of efficiency and stereoselectivity. This strategy has been applied to the construction of vinyl iodide 19 which served as a com

Synthesis of 16-desmethylepothilone B: Improved methodology for the rapid, highly selective and convergent construction of epothilone B and analogues

During a synthesis of 16-desmethylepothilone B new methods for the convergent and highly stereoselective synthesis of epothilone B and analogues were developed.

Total synthesis of (-)-galbonolide B and the determination of its absolute stereochemistry

Through a trans-lactonization reaction, galbonolide B (1) was converted to 3 with the chiral secondary alcohol at C13 exposed for derivatization. Two independent methods were employed to determine the absolute chirality at C13. Both of these methods established S chirality at C13. Since the relative stereochemistry of galbonolide B had been determined from the X-ray structure, the absolute stereochemistry of galbonolide B was therefore formally established to be structure 1, which contradicted earlier speculations in the literature. A total synthesis of galbonolide B has been completed. A highly selective method was developed for the assembly of the peculiar diene unit using Martin's sulfurane reagent for the dehydration of the preceding tertiary alcohol 20. The chiral center at C4 was installed by 'contra-steric' enolate chemistry. A novel macro-Dieckmann cyclization was employed to generate the macrocycle. The desired configuration at C2 was obtained from the kinetic protonation of the corresponding enolate. Finally, a seldom used protecting group, 2,4,6-trimethylbenzylidene acetal, was employed for the glycol unit. It exhibited extremely facile hydrolysis under mildly acidic conditions without causing any decomposition of synthetic intermediates.