876952-13-5

Basic information

• Product Name: (S)-1-((2S,3S,4R)-3-hydroxy-2-hydroxymethyl-4-methyl-5-oxo-pyrrolidin-2-yl)-2-methyl-propyl benzoate
• Synonyms: (S)-1-((2S,3S,4R)-3-hydroxy-2-hydroxymethyl-4-methyl-5-oxo-pyrrolidin-2-yl)-2-methyl-propyl benzoate
• CAS NO: 876952-13-5
• Molecular Weight: 321.373
• Mol File: 876952-13-5.mol

Chemical Properties

• CAS DataBase Reference: (S)-1-((2S,3S,4R)-3-hydroxy-2-hydroxymethyl-4-methyl-5-oxo-pyrrolidin-2-yl)-2-methyl-propyl benzoate(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-1-((2S,3S,4R)-3-hydroxy-2-hydroxymethyl-4-methyl-5-oxo-pyrrolidin-2-yl)-2-methyl-propyl benzoate(876952-13-5)
• EPA Substance Registry System: (S)-1-((2S,3S,4R)-3-hydroxy-2-hydroxymethyl-4-methyl-5-oxo-pyrrolidin-2-yl)-2-methyl-propyl benzoate(876952-13-5)

Safety Data

• Hazardous Substances Data: 876952-13-5(Hazardous Substances Data)

Upstream product

• 89459-98-3 (2S,3S)-2,3-epoxy-4-methyl-1-pentanol 
• 876950-16-2 (3R,4R,5S,6S,8R)-6-isopropyl-3-methyl-8-phenyl-7,9,11,13-tetraoxa-12-thiocarbonyl-1-azaspiro[4.5]decan-2-one 
• 876950-19-5 (5R,6S,8R)-6-isopropyl-3-methyl-8-phenyl-7,9-dioxa-1-azaspiro[4.5]dec-3-en-2-one 
• 870527-60-9 (5R,6S,8R)-(-)-6-isopropyl-3-methyl-8-phenyl-7,9-dioxa-1-azaspiro[4.5]dec-3-ene 
• 870527-70-1 (2R,4S,5R)-(-)-5-azido-4-isopropyl-2-phenyl[1,3]dioxane 
• 870527-58-5 (2R,4S,5R)-(-)-5-amino-4-isopropyl-2-phenyl[1,3]dioxane 
• 876950-20-8 (3R,4S,5S,6S,8R)-4-hydroxy-6-isopropyl-3-methyl-8-phenyl-7,9-dioxa-1-azaspiro[4.5]decan-2-one 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 876950-17-3 1-chloro-6-isopropyl-3-methyl-8-phenyl-7,9-dioxa-1-aza-spiro[4.5]dec-3-en-2-one 
• 876950-18-4 (3R,4R,5S,6S,8R)-3,4-dihydroxy-6-isopropyl-3-methyl-8-phenyl-7,9-dioxa-1-azaspiro[4.5]decan-2-one 
• 870527-61-0 (E)-(2R,4S,5R)-(-)-(3-bromo-2-methyl-allyl)-(4-isopropyl-2-phenyl-[1,3]dioxan-5-yl)-amine 

Downstream Products

• 154226-60-5 omuralide 
• 145451-97-4 (3R,4S,5R,1'S)-4-hydroxy-5-(1'-hydroxy-2'-methylpropyl)-3-methylpyrrolidin-2-one-5-carboxylic acid 
• 876952-15-7 (2S,3S,4R)-2-((S)-1-benzoyloxy-2-methyl-propyl)-3-hydroxy-4-methyl-5-oxo-pyrrolidine-2-carboxylic acid 
• 876950-25-3 benzoic acid 1-(2-formyl-3-hydroxy-4-methyl-5-oxo-pyrrolidin-2-yl)-2-methyl-propyl ester 

Relevant articles and documents

Enantioselective total syntheses of (-)-clasto-lactacystin β-lactone and 7-epi-(-)-clasto-lactacystin β-lactone

An alkylidene carbene 1,5-CH insertion has been used as a key step in an efficient enantioselective total synthesis of (-)-clasto-lactacystin β-lactone, and its C7-epimer. An additional noteworthy feature of the synthesis is the use of a novel oxidative deprotection procedure, utilizing DMDO, for the conversion of a late-stage benzylidene acetal into a primary alcohol and a secondary benzoate ester. The Royal Society of Chemistry 2006.

Studies on DMDO-mediated benzylidene acetal oxidation

We have shown that dimethyldioxirane (DMDO) can be used to effect an oxidative partial deprotection of benzylidene acetals derived from both 1,2- and 1,3-diols to afford hydroxy benzoate products. A wide range of functional groups are tolerated, and good to excellent yields are usually observed. The reactions are easy to perform and produce little waste other than acetone.

Enantioselective total syntheses of omuralide, 7-epi-omuralide, and (+)-lactacystin

(Chemical Equation Presented) An alkylidene carbene 1,5-CH insertion has been used as a key step in an enantioselective total syntheses of omuralide, its C7-epimer, and (+)-lactacystin. An additional noteworthy feature of the synthesis is the use of a nov