1407162-74-6

Basic information

• Product Name: (3'S,4S,5'R,9'S)-3-{[2-(hydroxymethyl)phenyl]methyl}-1-(naphthalen-1-yl)-1''-phenyl-3''-(pyridin-3-ylmethyl)dispiro[imidazolidine-4,11'-[1,7]diazatricyclo[7.3.0.0^3,7]dodecane-5',4''-imidazolidine]-2,2'2'',5,5'',8'-hexone
• CAS NO: 1407162-74-6
• Molecular Weight: 775.82
• Mol File: 1407162-74-6.mol

Chemical Properties

• CAS DataBase Reference: (3'S,4S,5'R,9'S)-3-{[2-(hydroxymethyl)phenyl]methyl}-1-(naphthalen-1-yl)-1''-phenyl-3''-(pyridin-3-ylmethyl)dispiro[imidazolidine-4,11'-[1,7]diazatricyclo[7.3.0.0^3,7]dodecane-5',4''-imidazolidine]-2,2'2'',5,5'',8'-hexone(CAS DataBase Reference)
• NIST Chemistry Reference: (3'S,4S,5'R,9'S)-3-{[2-(hydroxymethyl)phenyl]methyl}-1-(naphthalen-1-yl)-1''-phenyl-3''-(pyridin-3-ylmethyl)dispiro[imidazolidine-4,11'-[1,7]diazatricyclo[7.3.0.0^3,7]dodecane-5',4''-imidazolidine]-2,2'2'',5,5'',8'-hexone(1407162-74-6)
• EPA Substance Registry System: (3'S,4S,5'R,9'S)-3-{[2-(hydroxymethyl)phenyl]methyl}-1-(naphthalen-1-yl)-1''-phenyl-3''-(pyridin-3-ylmethyl)dispiro[imidazolidine-4,11'-[1,7]diazatricyclo[7.3.0.0^3,7]dodecane-5',4''-imidazolidine]-2,2'2'',5,5'',8'-hexone(1407162-74-6)

Safety Data

• Hazardous Substances Data: 1407162-74-6(Hazardous Substances Data)

Upstream product

• 1407162-52-0 2-formylbenzyl allyl chloroformate 
• 1407162-67-7 (5R,8S)-2,4-dioxo-3-phenyl-1-(pyridin-3-ylmethyl)-1,3,7-triazaspiro[4.4]nonane-8-carboxylic acid hydrobromide 
• 1407162-70-2 (5S,8S)-3-(naphthalen-1-yl)-2,4-dioxo-7-[(prop-2-en-1-yloxy)carbonyl]-1-{[2-({[(prop-2-en-1-yloxy)carbonyl]oxy}methyl)phenyl]methyl}-1,3,7-triazaspiro[4.4]nonane-8-carboxylic acid 
• 1407162-62-2 (3S,5S)-1,5-bis[(tert-butoxy)carbonyl]-3-({[2-({[(prop-2-en-1-yloxy)carbonyl]oxy}methyl)phenyl]methyl}amino)pyrrolidine-3-carboxylic acid 
• 657412-45-8 (3R,5S)-3-amino-1-((benzyloxy)carbonyl)-5-(tert-butoxycarbonyl)pyrrolidine-3-carboxylic acid 
• 1407162-55-3 (3S,5S)-3-amino-1,5-bis(tert-butoxycarbonyl)pyrrolidine-3-carboxylic acid 
• 612-14-6 phthalyl alcohol 
• 500-22-1 3-pyridinecarboxaldehyde 
• 265670-84-6 7,8-di-tert-butyl (5S,8S)-2,4-dioxo-1,3,7-triazaspiro[4,4]nonane-7,8-dicarboxylate 
• 526222-96-8 (5S,8S)-2,4-dioxo-1,3,7-triazaspiro[4.4]nonane-7,8-dicarboxylic acid 7-benzyl ester 8-tert-butyl ester 

Relevant articles and documents

Spiroligozymes for transesterifications: Design and relationship of structure to activity

Transesterification catalysts based on stereochemically defined, modular, functionalized ladder-molecules (named spiroligozymes) were designed, using the inside-out design strategy, and mutated synthetically to improve catalysis. A series of stereochemically and regiochemically diverse bifunctional spiroligozymes were first synthesized to identify the best arrangement of a pyridine as a general base catalyst and an alcohol nucleophile to accelerate attack on vinyl trifluoroacetate as an electrophile. The best bifunctional spiroligozyme reacted with vinyl trifluoroacetate to form an acyl-spiroligozyme conjugate 2.7 × 103-fold faster than the background reaction with a benzyl alcohol. Two trifunctional spiroligozymes were then synthesized that combined a urea with the pyridine and alcohol to act as an oxyanion hole and activate the bound acyl-spiroligozyme intermediate to enable acyl-transfer to methanol. The best trifunctional spiroligozyme carries out multiple turnovers and acts as a transesterification catalyst with k1/kuncat of 2.2 × 103 and k2/kuncat of 1.3 × 102. Quantum mechanical calculations identified the four transition states of the catalytic cycle and provided a detailed view of every stage of the transesterification reaction.