178744-38-2

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 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 
• 178744-35-9 3,5-diisopropyloxy-4-methoxyphenyl acetic acid 
• 918446-56-7 5-Bromomethyl-1,3-diisopropoxy-2-methoxy-benzene 
• 171738-32-2 (3,5-bisispropyloxy-4-methoxy-phenyl)-(2-hydroxy-1-phenyl-ethylamino)-acetonitrile 
• 171738-34-4 (R)-Amino-(3,5-diisopropoxy-4-methoxy-phenyl)-acetic acid allyl ester 
• 171738-30-0 methyl 3,5-diisopropoxy-4-methoxybenzoate 
• 171738-31-1 4-methoxy-3,5-diisopropyloxybenzaldehyde 
• 918446-55-6 (3,5-Diisopropoxy-4-methoxy-phenyl)-methanol 
• 217494-26-3 (R)-tert-Butoxycarbonylamino-(3,5-diisopropoxy-4-methoxy-phenyl)-acetic acid allyl ester 
• 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 

Downstream Products

• 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 

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.