444154-66-9

Upstream product

• 1099-45-2 ethyl (triphenylphosphoranylidene)acetate 
• 5896-17-3 2-(phenylmethoxy)benzaldehyde 
• 100-44-7 benzyl chloride 
• 90-02-8 salicylaldehyde 
• 867-13-0 diethoxyphosphoryl-acetic acid ethyl ester 
• 495-79-4 2-hydroxycinnamic acid 

Downstream Products

• 444154-68-1 ethyl (2S,3R)-2-benzyloxycarbonylamino-3-(2-benzyloxyphenyl)-3-hydroxypropionate 
• 1030349-84-8 (2R,3S)-3-(2-benzyloxy-phenyl)-2,3-dihydroxy-propionic acid ethyl ester 
• 1421050-23-8 (4R,5S)-ethyl 5-(2-(benzyloxy)phenyl)-2,2-dimethyl-1,3-dioxolane-4-carboxylate 
• 1421050-25-0 ((4S,5S)-5-(2-(benzyloxy)phenyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methanol 
• 1421050-26-1 (4S,5S)-4-(azidomethyl)-5-(2-(benzyloxy)phenyl)-2,2-dimethyl-1,3-dioxolane 
• 1421050-27-2 (1S,2S)-3-azido-1-(2-(benzyloxy)phenyl)propane-1,2-diol 
• 1418196-09-4 C₁₇H₂₆O₃ 
• 1418183-66-0 (R)-2-ethylhexyl (E)-3-[2-(benzyloxy)phenyl]acrylate 
• 113982-23-3 (E)-3-[2-(benzyloxy)phenyl]acrylic acid 
• 444154-81-8 N,N-[(2S,3R)-2-benzyloxycarbonylamino-3-(2-benzyloxyphenyl)-3-hydroxypropionyl]-β-alanyl-β-alanine methyl ester 
• 444154-84-1 N,N-[(2S,3R)-2-benzyloxycarbonylamino-3-(2-benzyloxyphenyl)-3-hydroxypropionyl]-β-alanyl-β-alanine 
• 444154-78-3 (2S,3R)-2-benzyloxycarbonylamino-3-(2-benzyloxyphenyl)-3-hydroxypropioic acid 

Relevant academic research and scientific papers

A convenient approach to an advanced intermediate toward the naturally occurring, bioactive 6-substituted 5-hydroxy-4-aryl-1H-quinolin-2-ones

5-Hydroxy-4-aryl-3,4-dihydro-1H-quinolin-2-ones are a small family of natural products isolated from fungal strains of Penicillium and Aspergillus. Most of its members, which are insecticides and anthelmintics, carry an isoprenoid C-6 side chain. The synthesis of a 6-propenyl-substituted advanced intermediate for the total synthesis of these natural products is presented in this paper. This was achieved through the stereoselective construction of a β,β-diarylacrylate derivative from 6-nitrosalicylaldehyde, using a Wittig olefination and a Heck-Matsuda arylation, followed by a selective Fe0-mediated reductive cyclization. Installation of the 6-propenyl side chain was performed by 5-O-allylation of the heterocycle, followed by Claisen rearrangement and conjugative migration of the allyl double bond, as the key steps. The Grubbs II-catalyzed olefin cross metathesis of the 6-allyl moiety with 2-methylbut-2-ene to afford a precursor of peniprequinolone is also reported.

14-membered macrocyclic ring-derived toolbox: The identification of small molecule inhibitors of angiogenesis and early embryo development in zebrafish assay

A highly practical and modular synthesis to obtain a diverse 14-membered ring-based macrocyclic toolbox is achieved. These compounds were further tested in zebrafish assays related to early embryonic development, angiogenesis, and neurogenesis, respective

β-Hydroxy-α-tosyloxy esters as chiral building blocks for the enantioselective synthesis of benzo-annulated oxa-heterocycles: scope and limitations

The enantioselective synthesis of benzo-annulated oxa-heterocycles 2,3-dihydrobenzofuran and 1-benzopyran derivatives is described using β-hydroxy-α-tosyloxy esters as chiral building blocks, which are easily accessible through the regioselective α-tosyla

Total synthesis of exochelin MN and analogues.

The first total synthesis of exochelin MN is described along with rationally designed analogues. The required L-threo-beta-hydroxyamino acid components were constructed using either Sharpless asymmetric aminohydroxylation reactions or an aldol reaction of imidazolidinone 19. A new concise procedure for the preparation of the constituent six-membered cyclic hydroxamate was developed. In addition, a plausible mechanism for exochelin MN-mediated iron(III) transport was proposed. Biological studies of these compounds will be used to evaluate this hypothesis.