D-tert-Butylglycine synthesis
- Product Name:D-tert-Butylglycine
- CAS Number:26782-71-8
- Molecular formula:C6H13NO2
- Molecular Weight:131.17
22146-58-3
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26782-71-8
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Yield: 99 % ee
Reaction Conditions:
Stage #1:(+/-)-2-acetylamino-3,3-dimethylbutyric acid with sodium hydroxide in aq. phosphate buffer;water; pH=7.5 at 75;
Stage #2: with hydrogenchloride in aq. phosphate buffer;water; pH=1 at 100;
Steps:
4
Acetylated D, L- tert-leucine mixed with a certain amount of water, adding sodium hydroxide to adjust the pH to 7.5, the addition of solid potassium dihydrogen phosphate and disodium hydrogen phosphate, the concentration of dissolved phosphate 10OmM, pH control 7.5, heated to 75 ° C, so that acetylated D, L- tertleucine was completely dissolved, a concentration of up to 1.2M, optimized substrate concentration is split 1M. Addition of a suitable amount of a recombinant L- thermal stability acylase treated at 75 ° C 16-24 hours, with liquid track, until the reaction proceeds to 98%. Hydrochloric acid was added to adjust the pH to 1, acetylated tert-leucine and D- complete the reaction without a small amount of acetylated L- tert-leucine is precipitated, the crystals were collected by filtration. Solution in the L- tert-leucine, concentrated crystallization, purity of 99%, EE value of more than 99%. Mixed with a small amount of acetylated L- tert-leucine acetylated D- tert-leucine dissolved in concentrated hydrochloric acid at 100 ° C overnight to boil, remove the acetyl group, and concentrated crystallization, crystallization process control D- tert-leucine purity and EE values are above 99%. A small amount of the mother liquor D, L- tert-leucine recovered, can be used to re-acetylation, split cycle.
References:
Nanjing Y Bio-pharmaceutical Inc;Yu, Qingming CN105399642, 2016, A Location in patent:Paragraph 0017
62965-34-8
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26782-71-8
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26782-71-8
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33105-81-6
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26782-71-8
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