918446-55-6

Upstream product

• 171738-31-1 4-methoxy-3,5-diisopropyloxybenzaldehyde 
• 171738-30-0 methyl 3,5-diisopropoxy-4-methoxybenzoate 

Downstream Products

• 918446-56-7 5-Bromomethyl-1,3-diisopropoxy-2-methoxy-benzene 
• 178744-42-8 (S)-2-[(R)-2-[(R)-2-tert-Butoxycarbonylamino-2-(3,5-diisopropoxy-4-methoxy-phenyl)-acetylamino]-2-(4-methoxy-phenyl)-acetylamino]-3-(4-fluoro-3-nitro-phenyl)-propionic acid methyl ester 
• 178744-34-8 C₄₅H₄₉F₂N₇O₁₆ 
• 217494-28-5 [2-(4-benzyl-2-oxo-oxazolidin-3-yl)-1-(3,5-bisisopropyloxy-4-methoxy-phenyl)-2-oxo-ethyl]carbamic acid tert-butyl ester 
• 178744-37-1 (R)-3-[(R)-2-Azido-2-(3,5-diisopropoxy-4-methoxy-phenyl)-acetyl]-4-benzyl-oxazolidin-2-one 
• 178744-36-0 (R)-4-Benzyl-3-[2-(3,5-diisopropoxy-4-methoxy-phenyl)-acetyl]-oxazolidin-2-one 
• 178744-38-2 (R)-N-(t-butoxycarbonyl)-(3,5-diisopropyloxy-4-methoxyphenyl)glycine 
• 178744-35-9 3,5-diisopropyloxy-4-methoxyphenyl acetic acid 
• 171738-31-1 4-methoxy-3,5-diisopropyloxybenzaldehyde 

Relevant academic research and scientific papers

Asymmetric synthesis of 3,5-bis(isopropyloxy)-4-methoxyphenyl glycine by way of a diastereoselective Strecker reaction and an Evans electrophilic amination reaction

Two short syntheses of D-N-Boc-3,5-bis(isopropyloxy)-4-methoxyphenyl glycine, a central unit of vancomycin type antibiotics, have been developed. A diastereoselective Strecker reaction using (S)-phenylglycinol as a chiral inducer was the key step in the first synthesis, while Evans' electrophilic amination technology was employed for introducing both the amino function and the chirality in the second strategy.

Synthesis of a model bicyclic C-O-D-O-E ring of vancomycin by a one-pot, double SNAr based macrocyclization

Double cyclization of linear pentapeptide 3 by treatment with CsF in DMF at -5°C gives a model bicyclic CODOE ring 2 of vancomycin in a one-pot fashion.

Asymmetric Synthesis of (2S,3R) β-(4-F-3-NO2) phenyl Serine, D-(R)-4-methoxy-3,5-Bis tButyldimethylsiloxy Phenylglycine and Their Assemblage to C-O-D Ring of Vancomycin

The asymmetric synthesis of two appropriately functionalyzed non-proteinogenic amino acids 2 and 3 needed for the total synthesis of vancomycin was described.The assemblage of these amino acids into linear tripeptide followed by biary ether formation via intramolecular SNAr reaction led to the fully functionalized C-O-D ring vancomycin.