{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2023,10,11]],"date-time":"2023-10-11T05:10:06Z","timestamp":1697001006310},"reference-count":13,"publisher":"Wiley","issue":"2","license":[{"start":{"date-parts":[[2011,12,16]],"date-time":"2011-12-16T00:00:00Z","timestamp":1323993600000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Chirality"],"published-print":{"date-parts":[[2012,2]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>Preferential crystallization of amino acid derivatives by seeding a pure enantiomer into racemic amino acid solutions has been studied for many years. However, few examples of valine derivatives have been reported so far. Although there have been some reports using valine hydrogen chloride with preferential crystallization, it is difficult to obtain optical isomers for valine derivatives using preferential crystallization. In this study, repeated preferential crystallization of <jats:italic>p<\/jats:italic>\u2010toluenesulfonate valine benzyl ester with a 20% e.e. in 2\u2010propanol gave a 94% e.e. on sonication. Sonication accelerated crystallization rate, but there was not a big difference in e.e. between with and without sonication. However, this research demonstrates the first preferential crystallization of <jats:italic>p<\/jats:italic>\u2010toluenesulfonate of valine benzyl esters with an acceleration of crystallization using sonication. Chirality, 2012. \u00a9 2011 Wiley Periodicals, Inc.<\/jats:p>","DOI":"10.1002\/chir.21982","type":"journal-article","created":{"date-parts":[[2011,12,16]],"date-time":"2011-12-16T07:37:07Z","timestamp":1324021027000},"page":"188-192","source":"Crossref","is-referenced-by-count":2,"title":["Enantiomeric resolution of <i>p<\/i>\u2010toluenesulfonate of valine benzyl ester by preferential crystallizaion"],"prefix":"10.1002","volume":"24","author":[{"given":"Toratane","family":"Munegumi","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Aiko","family":"Wakatsuki","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Yutaro","family":"Takahashi","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2011,12,16]]},"reference":[{"key":"e_1_2_5_2_2","first-page":"486","volume-title":"Stereochemistry of carbon compounds","author":"Eliel EL","year":"1975"},{"key":"e_1_2_5_3_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr60325a001"},{"key":"e_1_2_5_4_2","first-page":"447","volume-title":"Enantiomers, racemates, and resolutions","author":"Jacques J","year":"1981"},{"key":"e_1_2_5_5_2","series-title":"Novel optical resolution technologies, topics of current chemistry","first-page":"1","author":"Coquerel G","year":"2007"},{"key":"e_1_2_5_6_2","doi-asserted-by":"publisher","DOI":"10.1002\/9783527625345.ch10"},{"key":"e_1_2_5_7_2","series-title":"Novel optical resolution technologies, topics of current chemistry","first-page":"53","author":"Tamura R","year":"2007"},{"key":"e_1_2_5_8_2","unstructured":"AjinomotoCo. 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British Patent 969 128 (1964).Chem Abstr 1965;62:13232."},{"key":"e_1_2_5_10_2","unstructured":"Japanese Patent Application 62\u2010096454 (1962)."},{"key":"e_1_2_5_11_2","doi-asserted-by":"crossref","first-page":"19","DOI":"10.1002\/352760054X","volume-title":"Applied sonochemistry","author":"Mason TJ","year":"2002"},{"key":"e_1_2_5_12_2","unstructured":"The Noguchi Institute French Patent 1 389 840 (1965).Chem Abstr 1965:63:5740."},{"key":"e_1_2_5_13_2","doi-asserted-by":"publisher","DOI":"10.1007\/s11746-001-0295-y"},{"key":"e_1_2_5_14_2","doi-asserted-by":"publisher","DOI":"10.1021\/ic0342604"}],"container-title":["Chirality"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/api.wiley.com\/onlinelibrary\/tdm\/v1\/articles\/10.1002%2Fchir.21982","content-type":"unspecified","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/chir.21982","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2023,10,10]],"date-time":"2023-10-10T07:42:01Z","timestamp":1696923721000},"score":1,"resource":{"primary":{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/10.1002\/chir.21982"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2011,12,16]]},"references-count":13,"journal-issue":{"issue":"2","published-print":{"date-parts":[[2012,2]]}},"alternative-id":["10.1002\/chir.21982"],"URL":"https:\/\/doi.org\/10.1002\/chir.21982","archive":["Portico"],"relation":{},"ISSN":["0899-0042","1520-636X"],"issn-type":[{"value":"0899-0042","type":"print"},{"value":"1520-636X","type":"electronic"}],"subject":[],"published":{"date-parts":[[2011,12,16]]}}}