139877-36-4

Upstream product

• 190902-20-6 (1RS,2S,3R)-2,3-bis(methoxymethyl)oxy-4-hydroxy-1-cyano-N-(4-methoxybenzyl)butanamide 
• 190902-21-7 (3S,4R,5RS)-N-(4-methoxybenzyl)-3,4-bis(methoxymethyl)oxy-5-cyano-2-pyrrolidinone 
• 190902-22-8 (3S,4R,5RS)-N-(4-methoxybenzyl)-3,4-bis(methoxymethyl)oxy-5-methoxycarbonyl-2-pyrrolidinone 
• 190902-19-3 (1RS,2S,3R)-2,3-bis(methoxymethyl)oxy-4-(t-butyldimethylsilyl)oxy-1-cyano-N-(4-methoxybenzyl)butanamide 
• 190902-23-9 (3S,4R,5R)-N-(4-methoxybenzyl)-3,4-bis(methoxymethyl)oxy-5-hydroxymethyl-2-pyrrolidinone 
• 1064667-01-1 tert-butyl (4R)-4-[(1R,2S)-3-ethoxy-1,2-dihydroxy-3-oxopropyl]-2,2-dimethyloxazolidine-3-carboxylate 
• 190902-25-1 (3S,4R,5R)-3,4-bis(methoxymethyl)oxy-5-(t-butyldiphenylsiloxymethyl)-2-pyrrolidinone 
• 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 

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 academic research and scientific papers

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.

Short, stereoselective synthesis of the naturally occurring pyrrolidine radicamine B and a formal synthesis of nectrisine

(Chemical Equation Presented) A short, stereoselective synthesis of the naturally occurring pyrrolidine radicamine B is reported. Garner's (R)-aldehyde, prepared from D-serine, was the chiral starting material. The pyrrolidine ring was stereoselectively created in a very efficient way through a five-step, one-pot transformation. In addition, an intermediate of this synthesis was transformed into an intermediate of a previously published synthesis of the potent α-glucosidase inhibitor nectrisine.

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 Facile Transformation of Sugar Lactones to Azasugars

The synthesis of pyrano- and furano- sugar lactams from the corresponding lactones, in a five step sequence, is 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.

Structure and synthesis of nectrisine, a new immunomodulator isolated from a fungus

The structure of a novel immunomodulator, nectrisine (1), has been elucidated on the basis of chemical and spectroscopic evidence. Its absolute stereochemistry was predicted on the basis of the dibenzoate chirality rule and finally confirmed by a synthesi