87585-00-0

Basic information

• Product Name: (4S,5R)-1,3-dibenzyl-5-hydroxymethyl-2-oxoimidazolidine-4-carboxylic acid lactone
• Synonyms: (4S,5R)-1,3-dibenzyl-5-hydroxymethyl-2-oxoimidazolidine-4-carboxylic acid lactone
• CAS NO: 87585-00-0
• Molecular Weight: 322.364
• Mol File: 87585-00-0.mol
• Article Data: 13

Chemical Properties

• CAS DataBase Reference: (4S,5R)-1,3-dibenzyl-5-hydroxymethyl-2-oxoimidazolidine-4-carboxylic acid lactone(CAS DataBase Reference)
• NIST Chemistry Reference: (4S,5R)-1,3-dibenzyl-5-hydroxymethyl-2-oxoimidazolidine-4-carboxylic acid lactone(87585-00-0)
• EPA Substance Registry System: (4S,5R)-1,3-dibenzyl-5-hydroxymethyl-2-oxoimidazolidine-4-carboxylic acid lactone(87585-00-0)

Safety Data

• Hazardous Substances Data: 87585-00-0(Hazardous Substances Data)

Upstream product

• 28092-55-9 6ξ-acetoxy-1,3-dibenzyl-(3ar,6ac)-tetrahydro-furo[3,4-d]imidazole-2,4-dione 
• 51591-75-4 cis-1,3-dibenzyl-2-oxoimidazolidine-4,5-dicarboxylic acid 
• 40222-71-7 cis-1,3-dibenzyl-hexahydro-1H-furo[3,4-d]imidazole-2,4-dione 
• 21035-81-4 1,3-dibenzyl-6-hydroxy-tetrahydro-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 
• 40222-70-6 1,3-dibenzyl-2-oxo-imidazolidine-4,5-dicarboxylic acid anhydride 
• 157378-76-2 C₁₉H₂₀N₂O₄ 
• 95790-95-7 Acetic acid (4S,5R)-1,3-dibenzyl-5-hydroxymethyl-2-oxo-imidazolidin-4-ylmethyl ester 
• 83889-74-1 (4S,5R)-1,3-Dibenzyl-2-oxo-imidazolidine-4,5-dicarboxylic acid dipropyl ester 
• 83889-76-3 (4S,5R)-1,3-dibenzyl-5-(n-propoxycarbonyl)-2-oxo-imidazolidine-4-carboxylic acid 

Downstream Products

• 171232-73-8 (+)-cis-1,3-dibenzylhexahydro-1H-thieno-[3,4-d]imidazole-2,4-dione 
• 40222-71-7 cis-1,3-dibenzyl-hexahydro-1H-furo[3,4-d]imidazole-2,4-dione 
• 28092-62-8 (3aS,6aR)-1,3-dibenzyltetrahydro-1H-furo[3,4-d]imidazole-2,4-dione 
• 51591-75-4 cis-1,3-dibenzyl-2-oxoimidazolidine-4,5-dicarboxylic acid 
• 21035-72-3 (+)-cis-1,3-dibenzyl-hexahydro-1H-thieno[3,4-d]imidazole-2,4-dione 

Relevant articles and documents

Practical Synthesis of (+)-Biotin Key Intermediate by Calcium Borohydride Reduction and Temperature-Dependent Purity Upgrade during Crystallization

An expedient synthesis of a key intermediate for (+)-biotin has been accomplished through high-yielding reduction of chiral imide with calcium borohydride and efficient isolation of the desired isomer by crystallization at a specific temperature where only undesired isomer was converted to soluble anhydrate while the desired isomer kept unchanged as a less soluble monohydrate.

Method for synthesizing optical pure biotin intermediate lactone

The invention relates to a method for preparing optical pure biotin intermediate lactone II through catalytic desymmetrisation reduction of anhydride I. According to the method, the biotin intermediate anhydride I is used as a reaction substrate; under the catalysis effect of transmission metal, the optical pure biotin intermediate lactone II is prepared. Compared with a conventional method, the method provided by the invention has the characteristics that the catalyst consumption is low; the conversion rate is high; the ee value is high; the cost is low; the operation is simple; the green and environment-friendly effects are achieved. The method is suitable for large-scale industrial production.

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.