21035-81-4

Upstream product

• 129301-70-8 (4S,5R)-1,3-Dibenzyl-5-[(2S,5S)-3-(3-dimethylamino-propyl)-5-((1S,2R,3R)-1,2,3,4-tetrahydroxy-butyl)-oxazolidin-2-yl]-2-oxo-imidazolidine-4-carboxylic acid 
• 26339-42-4 (4S,5R)-1,3-dibenzyl-1H-furo[3,4-d]imidazole-2,4,6-trione 
• 28092-55-9 Acetic acid (3aR,4R,6aS)-1,3-dibenzyl-2,6-dioxo-hexahydro-furo[3,4-d]imidazol-4-yl ester 
• 21035-81-4 (3aRS,6SR,6aSR)-1,3-dibenzyl-6-hydroxy-3,3a,6,6a-tetrahydro-1H-furo<3,4-d>imidazole-2,4-dione 
• 129301-69-5 (4S,5R)-1,3-dibenzyl-5-formyl-2-oxo-4-imidazolidine carboxylic acid cinchonidine salt 

Downstream Products

• 28092-62-8 (3aS,6aR)-1,3-dibenzyltetrahydro-1H-furo[3,4-d]imidazole-2,4-dione 
• 87585-00-0 (4S,5R)-1,3-dibenzyl-5-hydroxymethyl-2-oxoimidazolidine-4-carboxylic acid lactone 
• 129301-69-5 (4S,5R)-1,3-dibenzyl-5-formyl-2-oxo-4-imidazolidine carboxylic acid cinchonidine salt 
• 129388-92-7 (3aR,6S,6aS)-1,3-dibenzyl-6-hydroxy-3,3a,6,6a-tetrahydro-1H-furo<3,4-d>imidazole-2,4-dione 
• 21035-81-4 (3aS,6R,6aR)-1,3-dibenzyl-6-hydroxy-3,3a,6,6a-tetrahydro-1H-furo<3,4-d>imidazole-2,4-dione 
• 26339-42-4 (4S,5R)-1,3-dibenzyl-1H-furo[3,4-d]imidazole-2,4,6-trione 
• 51591-75-4 cis-1,3-dibenzyl-2-oxoimidazolidine-4,5-dicarboxylic acid 
• 28092-57-1 (3aS)-1,3-dibenzyl-6c-(1R)-menthyloxy-(3ar,6ac)-tetrahydro-furo[3,4-d]imidazole-2,4-dione 
• 28092-57-1 (3aR)-1,3-dibenzyl-6c-(1R)-menthyloxy-(3ar,6ac)-tetrahydro-furo[3,4-d]imidazole-2,4-dione 
• 28273-94-1 (3aS)-1,3-dibenzyl-6c-(1S)-bornyloxy-(3ar,6ac)-tetrahydro-furo[3,4-d]imidazole-2,4-dione 
• 28273-94-1 (3aR)-1,3-dibenzyl-6c-(1S)-bornyloxy-(3ar,6ac)-tetrahydro-furo[3,4-d]imidazole-2,4-dione 
• 27979-04-0 (3aS)-1,3-dibenzyl-6c-((S)-4,4-dimethyl-2-oxo-(3ar,6ac)-tetrahydro-furan-3-yloxy)-tetrahydro-furo[3,4-d]imidazole-2,4-dione 
• 27979-04-0 (3aR)-1,3-dibenzyl-6t-((S)-4,4-dimethyl-2-oxo-(3ar,6ac)-tetrahydro-furan-3-yloxy)-tetrahydro-furo[3,4-d]imidazole-2,4-dione 
• 27979-04-0 (3aS)-1,3-dibenzyl-6t-((R)-4,4-dimethyl-2-oxo-(3ar,6ac)-tetrahydro-furan-3-yloxy)-tetrahydro-furo[3,4-d]imidazole-2,4-dione 

Relevant academic research and scientific papers

Desymmetric hydrogenation of a meso-cyclic acid anhydride toward biotin synthesis

Catalytic reactivity in the hydrogenation of a cyclic anhydride to a biotin synthetic intermediate has been investigated on the basis of Lyons' original method using Wilkinson Ru complex, revealing the high performance of DPPF and XANTPHOS diphosphines possessing wide bite angles. The results have shown a new trail for design of the corresponding asymmetric catalysts, and the potential utility of (S,S)-Et-FerroTANE and (S,S)-(R,R)-Ph-TRAP has been demonstrated.

Enantioselective reduction of meso-cyclic-1,2-dicarboxylic anhydrides and 1,2-dicarboximides: Asymmetric synthesis of bicyclic lactones and hydroxylactams

Chiral bicyclic lactones (3,8,9) and bicyclic hydroxylactams (10-13) were synthesized by highly enantioselective reduction of meso-cyclic-1,2- dicarboxylic anhydrides (1, 4) and meso-cyclic-1,2-dicarboximides (2) with lithium aluminum hydride (LiAlH4)-alcohol(ROH)-(R)- or (S)-1,1'-bi-2- naphthol complex [(R)- or (S)-BINAL-H(ROH)]. Treatment of the hydroxylactams (10-13) with triethylsilane (Et3SiH) and trifluoroacetic acid (CF3CO2H) gave chiral bicyclic lactams (14, 15) in quantitative yields. Removal of the N-4-methoxyphenyl group of the lactams (14, 15) with cerium(IV) ammonium nitrate (CAN) proceeded smoothly to give the corresponding N-unsubstituted lactams (16, 17) in high optical purity.