(2S,3S,4R)-CIS-5-(3,4-DIAMINOTETRAHYDRO-2-THIENYL)VALERIC ACID synthesis

Yield:-

Reaction Conditions:

with hydrogen bromide at 115; under 760.051 Torr; for 2 h;

Steps:

Under normal pressure, in the flask was added 80 grams 1000ML dibenzyl biotin (content 94%, 0.1773mol), 530ML40% hydrobromic acid and 4 g of silica gel, hydrobromic fill in the trap, to start the four fluorine stirring 600 rpm, with an electric heating jacket rapid warming, began to flow at 115 ° C, in the trap, sink to the bottom of benzyl bromide, hydrobromide returned to the flask. 243ML After 2 hours the volume of benzyl bromide prolapse reached 43ML, effluent not have oil droplets fall, debenzylation complete, rapid cooling. -0.09MPa80°C collect benzyl bromide, change gradually with a vacuum distillation unit -0.09MPa above, at 80 ° C water bath distillation recovery hydrobromide, plus a small amount of water entrained solids obtained after adding 2300ML purified water, heating the solid was dissolved in a flask 3000ML inside, maintaining 80 ° C adjust PH = 2, I g of powdered activated carbon was added and stirred for two hours bleaching, after hot filtration, the filtrate was cooled slowly, large crystals when precipitated, and then cooled to 5 ° C, filtered, add 80ML The filter cake was washed with pure water 4 times, 60 ° C after drying for 3 hours to obtain 37.4 grams of biotin (content 98.2%, 0.1545mol, equivalent to 87.1% of theory, melting point 230.5, specific rotation 89.8).

References:

CN103788112,2016,B Location in patent:Paragraph 0030