摩熵化学
数据库官网
小程序
打开微信扫一扫
首页 分子通 化学资讯 化学百科 反应查询 关于我们
请输入关键词

(S)-4-(Benzyloxy)-3-hydroxybutanoic acid | 141942-99-6

中文名称
——
中文别名
——
英文名称
(S)-4-(Benzyloxy)-3-hydroxybutanoic acid
英文别名
(3S)-3-hydroxy-4-phenylmethoxybutanoic acid
(S)-4-(Benzyloxy)-3-hydroxybutanoic acid化学式
CAS
141942-99-6
化学式
C11H14O4
mdl
——
分子量
210.23
InChiKey
TYPNZNYQWFIUOK-JTQLQIEISA-N
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

物化性质

  • 沸点:
    407.4±40.0 °C(Predicted)
  • 密度:
    1.231±0.06 g/cm3(Predicted)

计算性质

  • 辛醇/水分配系数(LogP):
    0.5
  • 重原子数:
    15
  • 可旋转键数:
    6
  • 环数:
    1.0
  • sp3杂化的碳原子比例:
    0.36
  • 拓扑面积:
    66.8
  • 氢给体数:
    2
  • 氢受体数:
    4

上下游信息

  • 上游原料
    中文名称 英文名称 CAS号 化学式 分子量

反应信息

  • 作为反应物:
    描述:
    (S)-4-(Benzyloxy)-3-hydroxybutanoic acid对甲苯磺酸 作用下, 以 1,2-二氯乙烷甲苯 为溶剂, 反应 24.0h, 以61%的产率得到(4S,8S,12S)-4,8,12-Tris-benzyloxymethyl-1,5,9-trioxa-cyclododecane-2,6,10-trione
    参考文献:
    名称:
    Hoffmann, Torsten; Seebach, Dieter, Liebigs Annalen, 1996, # 8, p. 1277 - 1282
    摘要:
    DOI:
  • 作为产物:
    描述:
    Methyl (S)-4-(benzyloxy)-3-hydroxybutanoate氢氧化钾 作用下, 反应 18.0h, 以97%的产率得到(S)-4-(Benzyloxy)-3-hydroxybutanoic acid
    参考文献:
    名称:
    Hoffmann, Torsten; Seebach, Dieter, Liebigs Annalen, 1996, # 8, p. 1277 - 1282
    摘要:
    DOI:
点击查看最新优质反应信息

文献信息

  • Production method of hexahydrofurofuranol derivative, intermediate therefor and production method thereof
    申请人:Sumika Fine Chemicals Co., Ltd.
    公开号:US20040162340A1
    公开(公告)日:2004-08-19
    The present invention provides a method for producing compound (XIV) useful as an intermediate for pharmaceutical agents efficiently and economically on an industrial scale without using ozone oxidation and highly toxic reagent, and an intermediate used for this method. Particularly, the present invention provides a method for producing a compound having an absolute configuration represented by the formula (XV) and an enantiomer thereof without using a technique such as optical resolution and the like, and an intermediate used for this method. (1) Compound (XIII) as a starting material is led to compound (I), and after introducing a protecting group, subjected to reduction and cyclization to give compound (XIV). Particularly, compound (XIII) as a material is led to compound (I) via compound (XX) to produce compound (XIV). Using an optically active compound (XIII) as a starting material, a compound having an absolute configuration represented by the formula (XV) and the like are produced highly stereoselectively. (2) Compound (XXI) as a starting material is stereoselectively reduced to give compound (XXII), and by introduction of a protecting group, reduction and cyclization, compound (XXVI) is obtained, and by inverting hydroxyl group, compound (XV) is produced. 1 wherein each symbol is as defined in the specification.
    本发明提供了一种在工业规模上高效且经济地生产化合物(XIV)的方法,该化合物可作为制药中间体,无需使用臭氧氧化和高毒性试剂,以及用于该方法的中间体。特别是,本发明提供了一种生产具有由公式(XV)表示的绝对构型及其对映体的化合物的方法,无需使用光学分辨等技术,以及用于该方法的中间体。(1) 以化合物(XIII)为起始材料,引导至化合物(I),引入保护基团后,进行还原和环化以得到化合物(XIV)。特别是,化合物(XIII)作为原料通过化合物(XX)引导至化合物(I),以生产化合物(XIV)。使用具有光学活性的化合物(XIII)作为起始材料,高度立体选择性地生产具有由公式(XV)表示的绝对构型等的化合物。(2) 以化合物(XXI)为起始材料,立体选择性地还原得到化合物(XXII),通过引入保护基团、还原和环化,得到化合物(XXVI),并通过反转羟基,生产化合物(XV)。其中每个符号的定义如说明书中所述。
  • Process for preparing optically active oxazolidinone derivative
    申请人:Takasago International Corporation
    公开号:EP1008590A1
    公开(公告)日:2000-06-14
    A process for preparing an optically active oxazolidinone derivative comprises allowing hydrazine to react on an optically active ester having a hydroxyl group at the 3-position which is represented by formula (II): wherein R1 represents a lower alkyl group having 1 to 4 carbon atoms, a phenyl group, a methoxymethyl group, a benzyloxymethyl group, a benzyloxycarbonylaminomethyl group which may have a substituent or substituents on the benzene ring thereof, an acylaminomethyl group having 3 to 10 carbon atoms, or an alkyloxycarbonylaminomethyl group having 3 to 6 carbon atoms; R2 and R3, which may be the same or different, each represent a hydrogen atom, a lower alkyl group having 1 to 4 carbon atoms, a phenyl group, an acetylaminomethyl group, a benzoylaminomethyl group, or a benzyl group; and * indicates an asymmetric carbon atom, and subjecting the resulting hydrazide to Curtius rearrangement.
    一种制备光学活性噁唑烷酮衍生物的工艺 包括让肼与在 3 位上具有羟基的光学活性酯反应,该光学活性酯由式(II)表示: 其中 R1 代表具有 1 至 4 个碳原子的低级烷基、苯基、甲氧基甲基、苄氧基甲基、苄氧羰基氨基甲基(其苯环上可能有一个或多个取代基)、具有 3 至 10 个碳原子的酰基氨基甲基或具有 3 至 6 个碳原子的烷氧羰基氨基甲基;R2和R3可以相同或不同,各自代表氢原子、具有1至4个碳原子的低级烷基、苯基、乙酰氨基甲基、苯甲酰氨基甲基或苄基;*表示不对称碳原子、 并将所得酰肼进行 Curtius 重排。
  • Process for producing optically active y-Butyrolactone
    申请人:Takasago International Corporation
    公开号:EP1277748A1
    公开(公告)日:2003-01-22
    A novel process for producing optically active 3-hydroxy-γ-butyrolactone in a short step, which is superior economically and in efficiency and industrially suitable by using a starting material which is inexpensive and easily available and reagents easy to handle. This invention relates to a process for producing optically active 3-hydroxy-γ-butyrolactone represented by formula I: wherein the symbol * means an asymmetric carbon atom, which comprises hydrogenating an optically active 4-substituted oxy-3-hydroxybutyrate represented by formula II: wherein R1 represents a C1-4 lower alkyl group, R2 represents a protective group for a hydroxyl group deprotected by hydrogenation with a heterogeneous hydrogenation catalyst, and the symbol * has the same meaning as defined above, in the presence of a heterogeneous hydrogenation catalyst and an acidic substance followed by deprotection and simultaneous ring closure thereof.
    一种在短步骤内生产光学活性 3-羟基-γ-丁内酯的新工艺,该工艺通过使用廉价易得的起始原料和易于处理的试剂,在经济性和效率方面具有优越性,并适用于工业。本发明涉及一种生产光学活性 3-羟基-γ-丁内酯的工艺,由式 I 表示: 其中符号 * 表示不对称碳原子,该工艺包括氢化由式 II 代表的具有光学活性的 4-取代氧基-3-羟基丁酸酯: 其中 R1 代表 C1-4 低级烷基,R2 代表通过异相氢化催化剂氢化脱保护羟基的保护基团,符号 * 的含义与上述定义相同,在异相氢化催化剂和酸性物质存在下,然后脱保护并同时闭环。
  • Process for producing optically active alpha butyrolactone
    申请人:Takasago International Corporation
    公开号:EP1403262A1
    公开(公告)日:2004-03-31
    A novel process for producing optically active 3-hydroxy-γ-butyrolactone in a short step, which is superior economically and in efficiency and industrially suitable by using a starting material which is inexpensive and easily available and reagents easy to handle. This invention relates to a process for producing optically active 3-hydroxy-γ-butyrolactone represented by formula I: wherein the symbol * means an asymmetric carbon atom, which comprises hydrogenating an optically active 4-substituted oxy-3-hydroxybutyrate represented by formula II: wherein R1 represents a C1-4 lower alkyl group, R2 represents a protective group for a hydroxyl group deprotected by hydrogenation with a heterogeneous hydrogenation catalyst, and the symbol * has the same meaning as defined above, in the presence of a heterogeneous hydrogenation catalyst and an acidic substance followed by deprotection and simultaneous ring closure thereof.
    一种在短步骤内生产光学活性 3-羟基-γ-丁内酯的新工艺,该工艺通过使用廉价易得的起始原料和易于处理的试剂,在经济性和效率方面具有优越性,并适用于工业。本发明涉及一种生产光学活性 3-羟基-γ-丁内酯的工艺,由式 I 表示: 其中符号 * 表示不对称碳原子,该工艺包括氢化由式 II 代表的具有光学活性的 4-取代氧基-3-羟基丁酸酯: 其中 R1 代表 C1-4 低级烷基,R2 代表通过异相氢化催化剂氢化脱保护羟基的保护基团,符号 * 的含义与上述定义相同,在异相氢化催化剂和酸性物质存在下,然后脱保护并同时闭环。
  • PROCESS FOR PRODUCING HEXAHYDROFUROFURANOL DERIVATIVE, INTERMEDIATE THEREOF AND PROCESS FOR PRODUCING THE SAME
    申请人:Sumitomo Chemical Company, Limited
    公开号:EP1589018A1
    公开(公告)日:2005-10-26
    The present invention provides a method for producing compound (XIV) useful as an intermediate for pharmaceutical agents efficiently and economically on an industrial scale without using ozone oxidation and highly toxic reagent, and an intermediate used for this method. Particularly, the present invention provides a method for producing a compound having an absolute configuration represented by the formula (XV) and an enantiomer thereof without using a technique such as optical resolution and the like, and an intermediate used for this method. (1) Compound (XIII) as a starting material is led to compound (I), and after introducing a protecting group, subjected to reduction and cyclization to give compound (XIV). Particularly, compound (XIII) as a material is led to compound (I) via compound (XX) to produce compound (XIV). Using an optically active compound (XIII) as a starting material, a compound having an absolute configuration represented by the formula (XV) and the like are produced highly stereoselectively. (2) Compound (XXI) as a starting material is stereoselectively reduced to give compound (XXII), and by introduction of a protecting group, reduction and cyclization, compound (XXVI) is obtained, and by inverting hydroxyl group, compound (XV) is produced. wherein each symbol is as defined in the specification.
    本发明提供了一种不使用臭氧氧化和剧毒试剂,在工业规模上高效、经济地生产用作药剂中间体的化合物(XIV)的方法,以及用于该方法的中间体。特别是,本发明提供了一种不使用光学解析等技术生产具有式(XV)代表的绝对构型的化合物及其对映体的方法,以及用于该方法的中间体。 (1) 将作为起始原料的化合物 (XIII) 转化为化合物 (I),并在引入保护基团后进行还原和环化反应,得到化合物 (XIV)。特别是,将化合物(XIII)作为原料,通过化合物(XX)引向化合物(I),生成化合物(XIV)。以光学活性化合物 (XIII) 为起始原料,可高度立体选择性地制备出绝对构型如式 (XV) 所示的化合物等。 (2) 以化合物(XXI)为起始原料,进行立体选择性还原,得到化合物(XXII),通过引入保护基、还原和环化,得到化合物(XXVI),通过反转羟基,得到化合物(XV)。 其中各符号如说明书中所定义。
查看更多

同类化合物

(βS)-β-氨基-4-(4-羟基苯氧基)-3,5-二碘苯甲丙醇 (S)-(-)-7'-〔4(S)-(苄基)恶唑-2-基]-7-二(3,5-二-叔丁基苯基)膦基-2,2',3,3'-四氢-1,1-螺二氢茚 (S)-盐酸沙丁胺醇 (S)-3-(叔丁基)-4-(2,6-二甲氧基苯基)-2,3-二氢苯并[d][1,3]氧磷杂环戊二烯 (S)-2,2'-双[双(3,5-三氟甲基苯基)膦基]-4,4',6,6'-四甲氧基联苯 (S)-1-[3,5-双(三氟甲基)苯基]-3-[1-(二甲基氨基)-3-甲基丁烷-2-基]硫脲 (R)富马酸托特罗定 (R)-(-)-盐酸尼古地平 (R)-(+)-7-双(3,5-二叔丁基苯基)膦基7''-[((6-甲基吡啶-2-基甲基)氨基]-2,2'',3,3''-四氢-1,1''-螺双茚满 (R)-3-(叔丁基)-4-(2,6-二苯氧基苯基)-2,3-二氢苯并[d][1,3]氧杂磷杂环戊烯 (R)-2-[((二苯基膦基)甲基]吡咯烷 (N-(4-甲氧基苯基)-N-甲基-3-(1-哌啶基)丙-2-烯酰胺) (5-溴-2-羟基苯基)-4-氯苯甲酮 (5-溴-2-氯苯基)(4-羟基苯基)甲酮 (5-氧代-3-苯基-2,5-二氢-1,2,3,4-oxatriazol-3-鎓) (4S,5R)-4-甲基-5-苯基-1,2,3-氧代噻唑烷-2,2-二氧化物-3-羧酸叔丁酯 (4-溴苯基)-[2-氟-4-[6-[甲基(丙-2-烯基)氨基]己氧基]苯基]甲酮 (4-丁氧基苯甲基)三苯基溴化磷 (3aR,8aR)-(-)-4,4,8,8-四(3,5-二甲基苯基)四氢-2,2-二甲基-6-苯基-1,3-二氧戊环[4,5-e]二恶唑磷 (2Z)-3-[[(4-氯苯基)氨基]-2-氰基丙烯酸乙酯 (2S,3S,5S)-5-(叔丁氧基甲酰氨基)-2-(N-5-噻唑基-甲氧羰基)氨基-1,6-二苯基-3-羟基己烷 (2S,2''S,3S,3''S)-3,3''-二叔丁基-4,4''-双(2,6-二甲氧基苯基)-2,2'',3,3''-四氢-2,2''-联苯并[d][1,3]氧杂磷杂戊环 (2S)-(-)-2-{[[[[3,5-双(氟代甲基)苯基]氨基]硫代甲基]氨基}-N-(二苯基甲基)-N,3,3-三甲基丁酰胺 (2S)-2-[[[[[[((1R,2R)-2-氨基环己基]氨基]硫代甲基]氨基]-N-(二苯甲基)-N,3,3-三甲基丁酰胺 (2-硝基苯基)磷酸三酰胺 (2,6-二氯苯基)乙酰氯 (2,3-二甲氧基-5-甲基苯基)硼酸 (1S,2S,3S,5S)-5-叠氮基-3-(苯基甲氧基)-2-[(苯基甲氧基)甲基]环戊醇 (1-(4-氟苯基)环丙基)甲胺盐酸盐 (1-(3-溴苯基)环丁基)甲胺盐酸盐 (1-(2-氯苯基)环丁基)甲胺盐酸盐 (1-(2-氟苯基)环丙基)甲胺盐酸盐 (-)-去甲基西布曲明 龙胆酸钠 龙胆酸叔丁酯 龙胆酸 龙胆紫 龙胆紫 齐达帕胺 齐诺康唑 齐洛呋胺 齐墩果-12-烯[2,3-c][1,2,5]恶二唑-28-酸苯甲酯 齐培丙醇 齐咪苯 齐仑太尔 黑染料 黄酮,5-氨基-6-羟基-(5CI) 黄酮,6-氨基-3-羟基-(6CI) 黄蜡,合成物 黄草灵钾盐