139877-36-4

Basic information

• Product Name: 2-Pyrrolidinone, 3,4-dihydroxy-5-(hydroxymethyl)-, (3S,4R,5R)- (9CI)
• Synonyms: 2-Pyrrolidinone, 3,4-dihydroxy-5-(hydroxymethyl)-, (3S,4R,5R)- (9CI)
• CAS NO: 139877-36-4
• Molecular Formula: C₅H₉NO₄
• Molecular Weight: 147.12926
• Product Categories: ALDEHYDE
• Mol File: 139877-36-4.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-Pyrrolidinone, 3,4-dihydroxy-5-(hydroxymethyl)-, (3S,4R,5R)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Pyrrolidinone, 3,4-dihydroxy-5-(hydroxymethyl)-, (3S,4R,5R)- (9CI)(139877-36-4)
• EPA Substance Registry System: 2-Pyrrolidinone, 3,4-dihydroxy-5-(hydroxymethyl)-, (3S,4R,5R)- (9CI)(139877-36-4)

Safety Data

• Hazardous Substances Data: 139877-36-4(Hazardous Substances Data)

Upstream product

• 190902-25-1 (3S,4R,5R)-3,4-bis(methoxymethyl)oxy-5-(t-butyldiphenylsiloxymethyl)-2-pyrrolidinone 
• 190902-23-9 (3S,4R,5R)-N-(4-methoxybenzyl)-3,4-bis(methoxymethyl)oxy-5-hydroxymethyl-2-pyrrolidinone 
• 190902-19-3 (1RS,2S,3R)-2,3-bis(methoxymethyl)oxy-4-(t-butyldimethylsilyl)oxy-1-cyano-N-(4-methoxybenzyl)butanamide 
• 190902-22-8 (3S,4R,5RS)-N-(4-methoxybenzyl)-3,4-bis(methoxymethyl)oxy-5-methoxycarbonyl-2-pyrrolidinone 
• 190902-21-7 (3S,4R,5RS)-N-(4-methoxybenzyl)-3,4-bis(methoxymethyl)oxy-5-cyano-2-pyrrolidinone 
• 190902-20-6 (1RS,2S,3R)-2,3-bis(methoxymethyl)oxy-4-hydroxy-1-cyano-N-(4-methoxybenzyl)butanamide 
• 158349-27-0 (3S,4R,5R)-3,4-bis(benzyloxy)-5-(benzyloxymethyl)pyrrolidin-2-one 
• 154631-82-0 (2R,5R,6R,7R)-6,7-epoxy-2-phenyl-3-oxa-1-aza-bicyclo<3.3.0>octane-8-one 
• 108692-47-3 (2R,3R,4R)-2-hydroxymethyl-3,4-dihydro-2H-pyrrole-3,4-diol 
• 1064667-01-1 tert-butyl (4R)-4-[(1R,2S)-3-ethoxy-1,2-dihydroxy-3-oxopropyl]-2,2-dimethyloxazolidine-3-carboxylate 

Downstream Products

• 290354-73-3 (3S,4R,5R)-5-(tert-butyldiphenylsilyloxymethyl)-3,4-dihydroxypyrrolidin-2-one 
• 100937-52-8 1,4-dideoxy-1,4-imino-D-arabitol 

Relevant articles and documents

Enantioselective Formal Synthesis of Nectrisine Using a Palladium-Catalyzed Asymmetric Allylic Amination and Cross-Metathesis as Key Steps

A formal enantioselective synthesis of nectrisine, a potent α-glucosidase inhibitor, was carried out starting from butadiene monoepoxide through a synthetic sequence involving enantioselective allylic substitution, cross-metathesis, dihydroxylation, and cyclization.

Synthesis of nectrisine and related compounds, and their biological evaluation

An efficient and novel process is described for the synthesis of nectrisine 5 and its related derivatives 6,7 as potent glucosidase inhibitors via the corresponding lactams starting from D-(-)-diethyl tartrate. Also the results of biological evaluation of the synthesized compounds are described.

A short diastereoselective synthesis of the natural (2R, 3R, 4R)-2-hydroxymethyl-3,4-dihydroxypyrrolidine

1,4-Dideoxy-1,4-imino-D-arabinitol 1, a glycosidase inhibitor constituent of Arachniodes standishii 1 and angylocalyx boutiqueanus2 was synthesized from (S)-pyroglutamic acid through regioselective ring opening of the epoxide 3.