Process flow of D-biotin
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Update time : 2022-06-27 16:35:34
d-biotin (d-biotin) is a water-soluble B vitamin necessary for animals to maintain their normal physiological functions. It is a heterocyclic compound of thiophene with valeric acid side chain and ring gland fused, there are 8 stereoisomers, only the all-cis (3aS, 4S, 6aR)-biotin has physiological activity.
It is the prosthetic group of carboxylase and one of the important coenzymes in the intermediate metabolism of sugar, protein and fat. It is also necessary for the normal growth of livestock, feed conversion, reproduction, and growth of skin, feathers, and bone cheese.
It can be seen that biotin is one of the key essential components of animal feed. d-Biotin has a special structure and has been a challenging target compound in organic synthesis for more than 50 years. After Sternbach first developed the chemical total synthesis route of d-biotin in 1949, chemists from all over the world have devoted themselves to the research on the industrialization of the total synthesis of d-biotin, and have made gratifying progress.
In this paper, referring to the synthesis method of Isaka, the process improvement and optimization were carried out. Formula-l-(p-nitrophenyl)-1,3-propanediol is the starting material, and d- Biotin. Preparation of (3aS,6aR)-1,3-dicarbyl-tetra-4H pyrano[3,4-d]imidazole-2,4(1H)- Diketone【Compound 6】, effectively reduces the purification of intermediates; in the process of Grignard reaction, 2-methyltetrahydrofuran is used instead of tetrahydrofuran for Grignard reaction, which reduces COD in wastewater; In the synthesis reaction, a phase transfer catalyst was added, and the yield increased from 72.5% to 80.7%.
The improved d-biotin synthesis process has high yield and simple operation, which is suitable for industrial biotin
It is the prosthetic group of carboxylase and one of the important coenzymes in the intermediate metabolism of sugar, protein and fat. It is also necessary for the normal growth of livestock, feed conversion, reproduction, and growth of skin, feathers, and bone cheese.
It can be seen that biotin is one of the key essential components of animal feed. d-Biotin has a special structure and has been a challenging target compound in organic synthesis for more than 50 years. After Sternbach first developed the chemical total synthesis route of d-biotin in 1949, chemists from all over the world have devoted themselves to the research on the industrialization of the total synthesis of d-biotin, and have made gratifying progress.
In this paper, referring to the synthesis method of Isaka, the process improvement and optimization were carried out. Formula-l-(p-nitrophenyl)-1,3-propanediol is the starting material, and d- Biotin. Preparation of (3aS,6aR)-1,3-dicarbyl-tetra-4H pyrano[3,4-d]imidazole-2,4(1H)- Diketone【Compound 6】, effectively reduces the purification of intermediates; in the process of Grignard reaction, 2-methyltetrahydrofuran is used instead of tetrahydrofuran for Grignard reaction, which reduces COD in wastewater; In the synthesis reaction, a phase transfer catalyst was added, and the yield increased from 72.5% to 80.7%.
The improved d-biotin synthesis process has high yield and simple operation, which is suitable for industrial biotin
