21035-72-3Relevant academic research and scientific papers
(3aS, 6aR) - 1,3- two phenmethyl four hydrogens -4H-thieno [3,4-d] imidazole -2,4 - (1H)-dione method for the synthesis of
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Paragraph 0051-0052, (2017/04/08)
The invention relates to a synthetic method of (3aS, 6aR)-1, 3-dibenzyl tetrahydro-4H-thieno[3, 4-d]imidazole-2, 4-(1H)-dione. The method comprises the following steps: carrying out reaction on nitromethane and carbon disulfide to generate 2-nitryl dithioacetate (II) and directly carrying out reaction on a product and 2-halogenated acetaldehyde glycol to prepare 2-nitryl thioacetyl sulfydryl acetaldehyde glycol (III); and then, sequentially carrying out Mannich reaction, alpha-position substation and amidation and cyclization to prepare (3aS, 6aR), (3aR, 6aR)-1, 3-dibenzyl-tetrahydro-4H-thieno[3, 4-d]imidazole-2, 4-(1H)-dione (VI) and finally carrying out thermal rearrangement to obtain a target compound (I). According to the synthetic method provided by the invention, the raw materials are cheap and easily available, and the method is simple in reaction and easy to operate. Mannich reaction is catalyzed by a chiral catalyst to construct a beta-position chiral center and an alpha chiral center is constructed by SN2 substitution reaction and thermal rearrangement of the alpha-position, so that the synthetic method is low in cost and suitable for industrial production.
Process for producing hexahydrothieno (3,4-D)immidazole-2,4-diones
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Page/Page column 6-8, (2008/06/13)
There is disclosed a process for producing hexahydrothieno[3,4-d]imidazole-2,4-diones of formula (1): wherein R1and R2are the same or different and independently represent a hydrogen atom, a lower alkyl, alkenyl, aryl or aralkyl grou
Process for producing hexahydrothieno[3,4-D]imidazole-2,4-diones
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, (2008/06/13)
There is disclosed a process for producing hexahydrothieno[3,4-d]imidazole-2,4-diones of the formula (1): wherein R is the same or different and represents a lower alkyl group, an alkenyl group, an aryl group or an aralkyl group all of which may be substi
Nucleophilic Displacements on an α-Chloro Thioether by Organocuprates: A Novel Synthesis of Desoxybiotin
Bates, Hans Aaron,Rosenblum, Stuart B.
, p. 3447 - 3451 (2007/10/02)
Reactions of organometallic reagents with α-chloro thioether 2, which is readily prepared from thienoimidazolone 1, have been investigated as an approach to the synthesis of biotin (10).Methyllithium and methylmagnesium bromide attack exclusively from the less hindered exo face, affording 4, while lithium dimethylcuprate attacks from the endo face with inversion of configuration, affording 5.Lithium dipentylcuprate affords predominantly exo isomer 6, while halide-free lithium methylpentylcuprate affords predominantly endo isomer 7.Debenzylation of 7 yields desoxybiotin (9) which can be microbially oxidized to biotin (10).Alternatively, 2 was hydrolyzed and oxidized to thiolactone 13, a known precursor of biotin.
Method for synthesis of optically active thiolactones
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, (2008/06/13)
A new method for the production of intermediates in the synthesis of an optically active biotin, which comprises reacting a dicarboxylic acid of the formula: SPC1 Or its reactive derivative with an optically active primary amine, reducing the resulting tr
Process for preparing hexahydrothieno[3,4-d]imidazole-2,4-diones
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, (2008/06/13)
In the conversion of a hexahydrofuro[3,4-d]-imidazole-2,4-dione compound into the corresponding hexahydrothieno[3,4-d]imidazole-2,4-dione compound, an improved process which comprises reacting the starting hexahydrofuro[3,4-d]imidazole-2,4-dione compound
