CAS: 58081-05-3; (R)-4-Hydroxydihydrofuran-2(3H)-One

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5469-16-9 7331-52-4 4971-56-6

上下游产品

CAS号36850-80-3 1-methoxy-1-tri... | CAS号60656-87-3 苄氧基乙醛 | CAS号86728-85-0 (S)-3-羟基-4-氯丁酸乙酯 | CAS号10488-68-3 4-氯-3-羟基丁酸甲酯 | CAS号949899-86-9 (3R)-3-(乙酰氧基)-4-溴-丁酸

左旋肉碱 以 二甲基亚砜 作为反应溶剂,化学反应 1.0H,以82%的收率获得产物(R)-3-羟基-Gamma-丁内酯
参考文献:Single Step Conversion Of Chiral Carnitine And Derivatives Into (S)-And (R)-β-Substituted-γ-Butyrolactones
标题:Single Step Conversion Of Chiral Carnitine And Derivatives Into (S)-And (R)-β-Substituted-γ-Butyrolactones
摘要:本文介绍了通过分子内亲核置换将手性肉碱和肉碱衍生物高效地一步转化为立体异构纯(S)-和(R)-δ-取代-δ³-丁内酯的方法.(S)-或(R)-肉碱和(R)-氨基肉碱内盐分别得到δ-羟基-δ³-丁内酯和δ-氨基-δ³-丁内酯(82%和 77%),其构型与起始原料相同.(在相同的反应条件下,(R)-乙酰基氨基肉碱内盐可以得到(R)-δ-乙酰氨基-δ-丁内酯(90%),而(R)-乙酰基肉碱通过环化和随后的消除反应可以得到 2(5H)-呋喃酮(77%).(R)-N-苄氧基肉碱酰胺可以得到吡咯烷酮(11%)和呋喃酰亚胺酯(50%)衍生物的混合物.废(S)-卡尼汀直接转化为有价值的(S)-δ-羟基-δ-丁内酯或(乙酰化后)转化为珍贵的 2(5H)-呋喃酮特别令人感兴趣.
DOI:10.1055/s-1997-686

专利信息

专利号:US-6288244-B1
优先权日:1999-03-31
标 题 :Process for the preparation of 3, 4-dihydroxybutanoic acid and derivatives thereof from substituted pentose sugars
发明人：HOLLINGSWORTH RAWLE I
权利人:UNIV MICHIGAN STATE
摘要:A process for the preparation of 3,4-dihydroxybutanoic acid (I) and 3-hydroxy-γ-butyrolactone (V) thereof from a 3-leaving group substituted pentose source is described. In particular, the process relates to the synthesis of (R)-3,4-dihydroxybutanoic acid and (R)-3-hydroxy-γ-butyrolactone from a 3-leaving group substituted L-pentose sugars. The process uses a base and a peroxide to convert the pentose source to the chiral 3,4-dihydroxybutanoic acid compound. The chiral 3,4-dihydroxybutanoic acid can be further converted to 3-hydroxy-γ-butyrolactone by acidification. The chiral compound is useful as a chemical intermediate to the synthesis of various drugs and other products.

专利号:WO-9804543-A1
优先权日:1996-07-29
标 题:Improved process for the synthesis of protected esters of (s)-3,4-dihydroxybutyric acid

专利号:EP-0915866-B1
优先权日:1996-07-29
标 题:Improved process for the synthesis of protected esters of (s)-3,4-dihydroxybutyric acid

专利号:EP-0915866-A1
优先权日:1996-07-29
标题 :Improved process for the synthesis of protected esters of (s)-3,4-dihydroxybutyric acid

专利号:JP-2002540182-A
优先权日:1999-03-31
标题 :Synthesis of 3,4-dihydroxybutanoic acid and derivatives from substituted pentoses

专利号:HU-226465-B1
优先权日:1996-07-29
标题:Improved process for the synthesis of protected esters of (s)-3,4-dihydroxybutyric acid