61322-63-2

Usage

InChI:InChI=1/C11H13NO2S/c13-15(14)7-6-11(9-15)12-8-10-4-2-1-3-5-10/h1-7,11-12H,8-9H2/p+1/t11-/m1/s1

Upstream product

• 7311-84-4 trans-3,4-dibromosulfolane 
• 100-46-9 benzylamine 
• 15091-30-2 3,4-dibromo-2,3,4,5-tetrahydrothiophene-1,1-dioxide 

Downstream Products

• 97714-88-0 1,3-Dibenzyl-1-(1,1-dioxo-2,3-dihydro-1H-1λ⁶-thiophen-3-yl)-urea 
• 81888-05-3 cis-1,3-dibenzylperhydrothieno<3,4-d>imidazole-2-thione 5,5-dioxide 
• 61322-62-1 (3aα,6aα)-1,3-dibenzylhexahydro-1H-thieno<3,4-d>imidazol-2(3H)-one 5,5-dioxide 
• 81888-04-2 cis-1-phenyl-3-benzylperhydrothieno<3,4-d>imidazole-2-thione 5,5-dioxide 

Relevant academic research and scientific papers

1,3-dibenzyl-4-halohexahydro-1H-thieno[3,4-d]imidazol-2(3H)-one intermediates

Novel synthetic routes to (3aα,6aα)-1,3-dibenzyl hexahydro-1H-thieno[3,4-d]imidazol-2(3H)-one 5,5-dioxide, a known intermediate in the synthesis of biotin are provided. A novel synthetic route from this intermediate to biotin is also disclosed.

A Practical Stereospecific Synthesis of the Biotin Precursor (3aα,6aα)-1,3-Dibenzylhexahydro-1H-thienoimidazol-2(3H)-one 1,1-Dioxide

A highly efficient stereospecific synthesis of the biotin precursor (3aα,6aα)-1,3-dibenzylhexahydro-1H-thienoimidazol-2(3H)-one 1,1-dioxide (6) is reported, by the cyclisation of the urea (5), which was obtained from the amine (4), (4) itself being prepared by the reaction of the dibromide (2) with benzylamine.