156045-79-3

Upstream product

• 154631-82-0 (2R,5R,6R,7R)-6,7-epoxy-2-phenyl-3-oxa-1-aza-bicyclo<3.3.0>octane-8-one 
• 134107-65-6 (3R,7aS)-3-phenyl-3,7a-dihydro-1H-pyrrolo[1,2-c]oxazol-5-one 
• 103201-79-2 (3R,7aS)-3-phenyl-tetrahydro-pyrrolo[1,2-c]oxazol-5-one 

Downstream Products

• 880548-58-3 (2R,5R,6S)-6-(tert-butyldiphenylsilyloxy)-3-oxa-2-phenyl-1-azabicyclo[3.3.0]octane-8-one 
• 156045-81-7 (2R,3S)-1-benzyl-3-tert-butyldimethylsilyloxy-2-hydroxymethylpyrrolidine 
• 98900-30-2 (2R,3S)-2-hydroxymethyl-3-hydroxypyrrolidinium hydrochloride 
• 4298-08-2 trans-3-hydroxy-L-proline 
• 189458-44-4 (4S,5R)-4-benzoyloxy-1-tert-butoxycarbonyl-5-(1-ethoxyethoxymethyl)-pyrrolidin-2-one 
• 189458-45-5 (2R,3S)-3-benzoyloxy-1-tert-butoxycarbonyl-2-(1-ethoxyethoxymethyl)-5-hydroxypyrrolidine 
• 189458-47-7 (2S,5R)-4-benzoyloxy-1-tert-butoxycarbonyl-2-cyano-5-hydroxymethylpyrrolidine 
• 189458-43-3 (4S,5R)-4-benzoyloxy-5-(1-ethoxyethoxymethyl)pyrrolidin-2-one 
• 189458-42-2 (4S,5R)-4-benzoyloxy-5-hydroxymethylpyrrolidin-2-one 
• 276696-80-1 (2R,5R,6S,7R)-6-hydroxy-7-methyl-2-phenyl-3-oxa-1-azabicyclo[3.3.0]octan-8-one 
• 317819-09-3 [(1R,2S)-3-Benzyloxycarbamoyl-2-(1-ethoxy-ethoxy)-1-(1-ethoxy-ethoxymethyl)-propyl]-carbamic acid tert-butyl ester 
• 317819-10-6 ((1R,2S)-3-Benzyloxycarbamoyl-2-hydroxy-1-hydroxymethyl-propyl)-carbamic acid tert-butyl ester 
• 317819-11-7 ((3R,4S)-1-Benzyloxy-4-hydroxy-6-oxo-piperidin-3-yl)-carbamic acid tert-butyl ester 
• 880548-61-8 (4S,5R)-5-azidomethyl-1-tert-butoxycarbonyl-4-(tert-butyldiphenylsilyloxy)pyrrolidin-2-one 

Relevant academic research and scientific papers

Chiral Pool Synthesis of trans-(2S,3S)-3-Hydroxyproline and Castanodiol from S-Pyroglutamic Acid.

The Pyroglutamic acid derivative 1 was converted through several steps into Castanodiol 9 and 2S,3S-3-Hydroxyproline 11.Key steps of the reaction sequence were the stereoselective epoxidation of 1 to 2 and the regioselective ring opening of 2 to 3.BH3*S(CH3)2 reduction of the amide group of 3 and 4 resulted in a concomitant transformation of the acetal moiety into the N-benzyl protecting group.The air sensitive 5 and 6, were transformed to the stable N-Boc prolinol derivatives 7 and 8.Deprotection of 8 provided 9, while oxidation of 8 gave the protected proline derivative 10.Deprotection of 10 furnished enantiopure 2S,3S-3-Hydroxyproline 11.

A stereocontrolled formal asymmetric synthesis of pseudodistomin C

An efficient and stereocontrolled formal asymmetric synthesis of pseudodistomin C has been achieved by employing intramolecular transamidation reaction, exo-methylenation, and highly stereoselective hydroboration. The resulting 2-hydroxymethylpiperidine d

An efficient straightforward synthesis of (-)-bulgecinine

(-)-Bulgecinine 1, a component of the antibiotic bulgecins, was efficiently synthesized from (S)-pyroglutaminol 2.