199392-80-8

Upstream product

• 621-84-1 O-benzyl carbamate 
• 40243-87-6 3,5-dimethoxystyrene 

Downstream Products

• 696598-88-6 C₁₀H₁₅NO₃ 
• 253276-88-9 [(S)-1-(2-Bromo-3,5-dimethoxy-phenyl)-2-(2-methoxy-ethoxymethoxy)-ethyl]-carbamic acid benzyl ester 
• 223572-37-0 C₆₆H₇₇ClFN₉O₂₁ 
• 223572-33-6 C₆₁H₇₇ClN₄O₁₈Si 
• 223572-42-7 C₅₄H₆₁ClN₄O₁₈ 
• 223572-41-6 C₅₅H₆₃ClN₄O₁₈ 
• 223572-34-7 C₄₆H₅₅ClN₄O₁₆ 
• 223572-32-5 C₂₂H₃₀BNO₉ 
• 253276-87-8 [(S)-1-(2-Bromo-3,5-dimethoxy-phenyl)-2-hydroxy-ethyl]-carbamic acid benzyl ester 

Relevant academic research and scientific papers

Total synthesis of the vancomycin aglycon

Full details of a diastereoselective total synthesis of the vancomycin aglycon are described. Two key aromatic nucleophilic substitution macrocyclizations with formation of the 16-membered diaryl ethers were enlisted for sequential CD and DE ring formations, an effective macrolactamization was developed for closure of the 12-membered biaryl AB ring system, and the defined order of CD, AB, and DE ring closures permitted selective thermal atropisomerism of the newly formed ring systems or their immediate precursors. This indirect control of the atropisomer stereochemistry allowed all synthetic material to be funneled into the one of eight atropdiastereomers characterizing the natural product.

From styrenes to enantiopure α-arylglycines in two steps

Direct enantioselective synthesis of (R)- and (S)-N-Cbz- or N- BOC-protected α-arylglycinols from styrenes via catalytic asymmetric aminohydroxylation, with enantioselective up to 99% and isolated yields up to 80%, is described. In a subsequent oxidation step, these glycinols yield the corresponding carbamate-protected α-arylglycines.