943135-37-3

Basic information

• Product Name: 5-[N-(tert-butoxycarbonyl)amino]-1-(tert-butyl-dimethylsilyloxy)-2-pentene
• Synonyms: 5-[N-(tert-butoxycarbonyl)amino]-1-(tert-butyl-dimethylsilyloxy)-2-pentene
• CAS NO: 943135-37-3
• Molecular Weight: 315.528
• Mol File: 943135-37-3.mol

Chemical Properties

• CAS DataBase Reference: 5-[N-(tert-butoxycarbonyl)amino]-1-(tert-butyl-dimethylsilyloxy)-2-pentene(CAS DataBase Reference)
• NIST Chemistry Reference: 5-[N-(tert-butoxycarbonyl)amino]-1-(tert-butyl-dimethylsilyloxy)-2-pentene(943135-37-3)
• EPA Substance Registry System: 5-[N-(tert-butoxycarbonyl)amino]-1-(tert-butyl-dimethylsilyloxy)-2-pentene(943135-37-3)

Safety Data

• Hazardous Substances Data: 943135-37-3(Hazardous Substances Data)

Upstream product

• 58885-58-8 N-tert-butoxycarbonyl-3-aminopropanol 

Downstream Products

• 53185-12-9 D-fagomine 
• 943135-43-1 3,4-dibenzyloxy-1,5-imino-1,2,5-trideoxy-D-arabino hexitol 
• 943135-41-9 (2R,3R,4R)-(N-tert-butoxycarbonyl-3,4-dibenzyloxy-2-piperidinyl)methanol 
• 943135-40-8 (2R,3R,4R)-N-tert-butoxycarbonyl-3,4-dibenzyloxy-2-vinylpiperidine 
• 943135-39-5 (4R,5R)-7-[N-(tert-butoxycarbonyl)amino]-4,5-dibenzyloxy-2-hepten-1-ol 
• 943135-42-0 ethyl (4R,5R)-7-[N-(tert-butoxycarbonyl)amino]-4,5-dibenzyloxy-2-heptenoate 
• 943135-46-4 (2S,3R)-5-[N-(tert-butoxycarbonyl)amino]-2,3-dibenzyloxypentanal 
• 943135-38-4 (2R,3R)-5-[N-(tert-butoxycarbonyl)amino]-2,3-dibenzyloxypentan-1-ol 
• 943135-45-3 (2R,3R)-5-[N-(tert-butoxycarbonyl)amino]-2,3-dibenzyloxy-1-(tert-butyl-dimethylsilyloxy)pentane 

Relevant articles and documents

Octahydrocyclopenta[c]pyridine and octahydrocyclopenta[c]pyran analogues as a protease activated receptor 1 (PAR1) antagonist

Protease activated receptor 1 (PAR1) has been considered as a promising antiplatelet target to prevent thrombotic cardiovascular events in patients with prior myocardial infarction or peripheral arterial diseases. Previously, we found a series of octahydroindene analogues to have high potency on PAR1 and no significant cytotoxicity but poor metabolic stability in human and rat liver microsomes. We have designed and synthesized fused 6/5 heterobicycle analogues with octahydrocyclopenta[c]pyridine or octahydrocyclopenta[c]pyran core scaffold by the insertion of heteroatom at C5 of octahydroindene ring aiming to improvement of metabolic stability. Both heterobicycle analogues showed much more improved metabolic stability compared with octahydroindenes without remarkable decrease in activity. Compounds 22 (IC50 = 110 nM) and 33 (IC50 = 50 nM) from this series showed good activity on PAR1 with moderate metabolic stability.

Asymmetric synthesis of fagomine

We report an asymmetric synthesis of the alkaloid fagomine, which is an inhibitor of mammalian α-glucosidase and β-galactosidase, by means of Sharpless asymmetric dihydroxylation and Pd(II)-catalyzed cyclization, starting from 3-(t-butoxylcarbonylamino)propanol.