142288-06-0

Upstream product

• 6180-67-2 3-allyloxy-1-propanol 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 172147-69-2 (2S,3S,4R,5R,6S)-2-[(1R,2R)-2-(3-Allyloxy-propoxy)-cyclohexyloxy]-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran 
• 125947-55-9 1-[(6aS,11bS)-3-(3-Allyloxy-propyl)-7-benzyl-2,3,5,6,6a,7-hexahydro-1H-pyrrolo[2,3-d]carbazol-4-yl]-ethanone 
• 125947-52-6 1-[(3aS,6aS,11bS)-3-(3-Allyloxy-propyl)-7-benzyl-2,3,3a,4,5,6,6a,7-octahydro-1H-pyrrolo[2,3-d]carbazol-4-yl]-ethanone 
• 125947-54-8 (6aS,11bS)-3-(3-Allyloxy-propyl)-7-benzyl-5,6,6a,7-tetrahydro-3H-pyrrolo[2,3-d]carbazol-2-one 

Relevant academic research and scientific papers

Synthesis of novel mimetics of the sialyl Lewis X determinant

Mimetics of the sialyl Lewis-X determinant in which at least one sugar domain is simulated by a di-, tri- or tetraalcohol unit have been synthesized. The inhibitory potency of these compounds for E- and P-selectin mediated cell adhesion has been evaluated in cell culture assays. The receptor binding affinity of the best of these mimetics was slightly higher than that of the natural oligosaccharide ligand sialyl Lewis X.

Structure-Based Design of High-Affinity Macrocyclic FKBP51 Inhibitors

The FK506-binding protein 51 (FKBP51) emerged as a key player in several diseases like stress-related disorders, chronic pain, and obesity. Linear analogues of FK506 called SAFit were shown to be highly selective for FKBP51 over its closest homologue FKBP52, allowing the proof-of-concept studies in animal models. Here, we designed and synthesized the first macrocyclic FKBP51-selective ligands to stabilize the active conformation. All macrocycles retained full FKBP51 affinity and selectivity over FKBP52 and the incorporation of polar functionalities further enhanced affinity. Six high-resolution crystal structures of macrocyclic inhibitors in complex with FKBP51 confirmed the desired selectivity-enabling binding mode. Our results show that macrocyclization is a viable strategy to target the shallow FKBP51 binding site selectively.

Malonic acid derivatives having antiadhesive properties

The invention relates to malonic acid derivatives, which inhibit the binding of selectin to carbohydrate ligands, and pharmaceutical compositions and diagnostic agents containing these derivatives, and methods for using these pharmaceutical compositions and diagnostic agents.

Convergent approach to tetracyclic [ABCE] intermediates in Aspidosperma alkaloids synthesis

An efficient convergent synthesis of tetracyclic amidoalcohol 5, key intermediate in the synthesis of Aspidosperma alkaloids framework, starting from trans-hexahydrocarbazol-4-one 1 and substituted iodoacetamides 6 was achieved.

TOTAL SYNTHESIS OF (+/-) ASPIDOFRACTININE

The pentacyclic skeleton 10 of the aspidospermine group of indole alkaloids has been constructed from hexahydrocarbazol-4-one 2 with high stereoselectivity.The synthesis of (+/-) 19-oxo aspidofractinine 12, a direct precursor of aspidofractinine 4, illustrates the usefulness of this new general strategy.