SU570598A1 - Method of preparing erythro-and treo-4-hydroxy-di-glutaminic acids - Google Patents

Method of preparing erythro-and treo-4-hydroxy-di-glutaminic acids

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Publication number
SU570598A1
SU570598A1 SU7602354976A SU2354976A SU570598A1 SU 570598 A1 SU570598 A1 SU 570598A1 SU 7602354976 A SU7602354976 A SU 7602354976A SU 2354976 A SU2354976 A SU 2354976A SU 570598 A1 SU570598 A1 SU 570598A1
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USSR - Soviet Union
Prior art keywords
hydroxy
treo
erythro
acids
preparing
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SU7602354976A
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Russian (ru)
Inventor
Лилия Валентиновна Алексеева
Виктор Павлович Краснов
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Институт химии Уральского научного центра АН СССР
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Priority to SU7602354976A priority Critical patent/SU570598A1/en
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Publication of SU570598A1 publication Critical patent/SU570598A1/en

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Description

Гидролиз провод т раствором минеральной кислоты, например 20%-ион ПС1 при кип чении в течение 5-6 ч. Выдел ют целевые продукты известными методами.The hydrolysis is carried out with a solution of a mineral acid, for example, 20% -Pl1 with boiling for 5-6 hours. The desired products are isolated by known methods.

Общий выход эритро- и трео-4-гидрокси )1,-глутамииовых кислот составл ет 80-82%.The total yield of erythro and threo-4-hydroxy) 1, β-glutamic acids is 80-82%.

Природа иолученпых соединений подтверждаетс  даииыми элемеитиого анализа, сравнением с образцами, иолучепными известиыми методами. Темиературы плавлени  эритро- и тpeo-4-rидpoкcи-Z)L-глyтaминoвыx кислот - 166 и 172-173°С соответственно, совпадают с литературными даиными.The nature of the observed compounds is confirmed by day-to-day analysis, comparison with samples, and by means of lime methods. The melting points of erythro- and thpeo-4-hydroxy-Z) L-glutamic acids 166 and 172-173 ° С, respectively, coincide with the literature data.

Пробы смешени  иолученных соедииений не дают депрессии температуры плавлеии  с соответствующими известными веществами.Samples of mixing compounds did not give a depression in the melting temperature with the corresponding known substances.

Пример. К Юг диметилового эфира 4-бром-Л -фталил-Д,-глутаминовой кнслоты приливают 60 мл 20%-иой НС1 и кип т т с обратным холодильником 6 ч. Реакционную массу охлаждают и отфильтровывают выпадающую в осадок фталевую кислоту. Гидролнзат упаривают в вакууме и далее раздел ют эритро- и тpeo-4-гидpoкcи-DL-глyтaминoвые кислоты известными методами.Example. To the South of 4-bromo-L-phthalyl-D, -glutamic acid dimethyl ester, 60 ml of 20% HC1 are added and refluxed for 6 hours. The reaction mixture is cooled and the phthalic acid precipitated is filtered off. The hydrollate is evaporated in vacuo and then the erythro and treo-4-hydroxy-DL-glutamic acids are separated by known methods.

Трео-4-гидрокси-О/.-глутамииова  кислота представл ет собой бесцветное кристаллическое вещество с т. пл. 172-173°С (литературные данные 172-173°С) и не дает депрессии температуры плавлеии  ири смешении с известным соедииением.Treo-4-hydroxy-O /. - Glutamic acid is a colorless crystalline substance with mp. 172-173 ° С (literature data is 172-173 ° С) and does not give a depression of the melting temperature and mixture with the known compound.

Найдено, %: С 33,4; П 5,97; N 7,70.Found,%: C 33.4; P 5.97; N 7.70.

CsHgOsN-HjO.CsHgOsN-HjO.

Вычислено, %: С 33,14; Ы 6,07; N 7J3.Calculated,%: C 33.14; Ы 6.07; N 7J3.

Выход аналитически чистой трео-4-гидроксн-й1-глутам1П1овой кислоты 1,79 i (38% от теории). Эритро-4-гидрокси-ЙЬ-глутамицова  кислота представл ет собой бесцветное кристаллическое вещество с т. пл. 166°С (с разложением ). Литературные данные: 166°С (с разложением) и не дает деирессии температуры плавлени  ири с соедине1П1ем, полученным известным путем. Найдено, %: С 3(5,76; Н 5,49; N 8,6.The yield of analytically pure threo-4-hydrox-y1-glutam1P1 acid is 1.79 i (38% of theory). Erythro-4-hydroxy-B-glutamic acid is a colorless crystalline substance with mp. 166 ° C (with decomposition). Literature data: 166 ° С (with decomposition) and does not de-mory the melting temperature of the ir with the compound obtained by a known method. Found,%: C 3 (5.76; H 5.49; N 8.6.

CsHgOsN.CsHgOsN.

Вычислено, %: С 36,81; Н 5,56; N 8,59.Calculated,%: C 36.81; H 5.56; N 8.59.

Выход эритро-4-гидроксиглутамииовой кислоты составл ет 1,78 г (42% от теории). Таким образом, общий выход эритро- и трео-4-гидрокси-1)-глутамнновых кнслот составл ет 80% от теории.The yield of erythro-4-hydroxyglutamic acid is 1.78 g (42% of theory). Thus, the total yield of erythro and threo-4-hydroxy-1) -glutamine residues is 80% of theory.

Claims (2)

1.Т. Kaneko, Y. К. Sec. Т. Hanafusa, Bull. Chem. Sop. Japan, 35, 875 (1962).1.T. Kaneko, Y.K. Sec. T. Hanafusa, Bull. Chem. Sop. Japan, 35, 875 (1962). 2.L. Beiioiton, L. P. Boutbillier, Can. I. Chem., 33, (1955), c. 1473.2.L. Beiioiton, L.P. Boutbillier, Can. I. Chem., 33, (1955), c. 1473.
SU7602354976A 1976-05-03 1976-05-03 Method of preparing erythro-and treo-4-hydroxy-di-glutaminic acids SU570598A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
SU7602354976A SU570598A1 (en) 1976-05-03 1976-05-03 Method of preparing erythro-and treo-4-hydroxy-di-glutaminic acids

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
SU7602354976A SU570598A1 (en) 1976-05-03 1976-05-03 Method of preparing erythro-and treo-4-hydroxy-di-glutaminic acids

Publications (1)

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SU570598A1 true SU570598A1 (en) 1977-08-30

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