1-溴-3-乙基戊-1-炔-3-醇 | 134965-68-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1-溴-3-乙基戊-1-炔-3-醇
• 英文名称: 1-bromo-3-ethylpent-1-yn-3-ol
• 英文别名: 1-Bromo-3-ethyl-1-pentyn-3-ol
• CAS: 134965-68-7
• 化学式: C₇H₁₁BrO
• 分子量: 191.068
• InChiKey: FLXYOOKLVKNKFZ-UHFFFAOYSA-N

物化性质

• 熔点：
  16-17.5 °C
• 沸点：
  87 °C(Press: 14.5 Torr)
• 密度：
  1.318 g/cm3(Temp: 29 °C)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-溴-3-乙基戊-1-炔-3-醇 在 四丁基氟化铵 、 正丁胺 、 copper(l) chloride 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 反应 0.25h， 生成 5-Ethyl-heptadiin-(1.3)-ol-(5)
  参考文献：
  名称：

  铜催化末端1,3-二炔和叠氮化物对炔基或烯丙基亚酰胺和亚酰胺的选择性

  摘要：

  描述了末端的1，3-二炔与缺电子的叠氮化物的铜催化反应以生成3-炔基或2，3-二烯基亚酰胺和酰亚胺。选择性取决于二炔取代基和与相应三唑前体生成的酮丁酰亚胺中间体反应的亲核试剂。含有炔丙基乙酸酯的1,3-二炔反应生成[3]枯烯基亚酰胺，而使用甲醇作为捕集剂的反应选择性生成2,3-二烯基酰亚胺。从含有均丙基羟基或胺取代基的1，3-二炔获得五元杂环。

  DOI：

  10.1021/acs.orglett.0c03861
• 作为产物：
  描述：

  3-乙基-1-戊炔-3-醇 在 N-溴代丁二酰亚胺(NBS) 、 silver nitrate 作用下， 以 丙酮 为溶剂， 生成 1-溴-3-乙基戊-1-炔-3-醇
  参考文献：
  名称：

  钯催化卤代炔基化反应快速合成二卤代炔烃

  摘要：

  在无配体和无氧化剂的条件下，建立了一种稳健的区域选择性Pd II催化的卤代炔烃的卤代炔基化反应。就炔烃的电子密度而言，仔细选择卤代炔烃起始材料，可以强有力地控制偶联产物中卤化物原子的顺序和选择性。

  DOI：

  10.1002/chem.202300068

文献信息

• [EN] VITAMIN D ANALOGUES, COMPOSITIONS COMPRISING SAID ANALOGUES AND THEIR USE<br/>[FR] ANALOGUES DE LA VITAMINE D, COMPOSITIONS COMPRENANT LESDITS ANALOGUES ET LEUR UTILISATION
  申请人：LEO PHARMA AS

  公开号：WO2004037781A1

  公开（公告）日：2004-05-06

  Compounds according to formula I: in which formula R1 and R2, which may be the same or different, represent halogen, (C1-C6) hydrocarbyl, optionally substituted with one or two hydroxyl group on one or more fluorine atoms, or, together with the carbon atom to which they are both attached, R1 and R2 form a (C3-C6)carbocyclic ring, or one of R1 and R2 taken together with R3 forms a direct bond, such that a triple bond is constituted, or R1 and R2 represent both hydrogen; R3 when not forming a direct bond with one of R1 and R2 represents hydrogen or (C1-C3)hydrocarbyl; X represents (E)-ethylene, (Z)-ethylene, ethynylene, or a bond; Y and Z independently represent hydrogen or methyl; the bond between C#16 and C#17 is depicted with a dotted line to illustrate that said bond may be either a single bond, in which case the projection of the ring substituents is beta, or a double bond; A represents hydroxyl, fluorine or hydrogen; B represents CH2 or H2; the configuration is the 3-position corresponds to the same configuration as in natural vitamine D3 (normal), or the configuration in the configuration in the 3-position is opposite to that of natural vitamin D3(epi); with the proviso that when X represents (E)-ethylene or (Z)-ethylene, one of R1 and R2 taken together with R3 may not form a direct bond, such that a triple bond is constituted; with the further proviso that when X represents a bond R1 ands R2 are nor hydrogen; with the further proviso that the compound of formula I is not 3(S)-hyroxy-9, 10-secocholesta-5(Z),7(E),10(19),22(E),24-penta-ene; and prodrugs and stereo isomeric forms thereof are provided together with their use in therapy, and their use in the manufacture of medicaments.

  根据公式I：其中公式中的R1和R2，可以相同也可以不同，代表卤素，(C1-C6)烃基，可选地在一个或多个氟原子上用一个或两个羟基取代，或者，与它们都连接的碳原子一起，R1和R2形成一个(C3-C6)碳环，或者R1和R2中的一个与R3一起形成直接键，从而构成三键，或者R1和R2都代表氢；当R3不与R1和R2中的一个形成直接键时，代表氢或(C1-C3)烃基；X代表(E)-乙烯，(Z)-乙烯，乙炔基，或者一个键；Y和Z独立地代表氢或甲基；C#16和C#17之间的键用虚线表示，以说明该键可以是单键，此时环取代基的投影为β，或者是双键；A代表羟基，氟或氢；B代表CH2或H2；3位的构型与天然维生素D3 (正常)中的构型相对应，或者3位的构型与天然维生素D3 (epi)中的构型相反；但是当X代表(E)-乙烯或(Z)-乙烯时，R1和R2中的一个与R3一起不能形成直接键，从而构成三键；进一步的条件是，当X代表一个键时，R1和R2不是氢；进一步的条件是，公式I的化合物不是3(S)-羟基-9,10-去甲胆骨化甾-5(Z),7(E),10(19),22(E),24-五烯；还提供了它们的前药和立体异构体形式，以及它们在治疗中的用途，以及它们在药物制造中的用途。
• Gas Gangrene in Patient with Atherosclerosis Obliterans
  作者：Masanori Niimi、Yosifumi Ikeda、Shigenao Kan、Hiroshi Takami

  DOI：10.1177/021849230201000223

  日期：2002.6

  Clostridia are the main cause of nontraumatic spontaneous gas gangrene. Poor blood flow due to arterial occlusion exacerbates the anaerobic condition. Fulminant gas gangrene in a 54-year-old man with atherosclerosis obliterans was treated by revascularization of the iliac artery using endarterectomy, and his gangrenous lower leg was amputated. However, he died from renal failure.

  梭菌是非创伤性自发性气性坏疽的主要原因。由于动脉闭塞导致的血液流动不畅加重了厌氧条件。一名54岁患有闭塞性动脉硬化的男子患有急性气性坏疽，通过髂动脉内膜切除术重新建立血流，同时截肢了他的坏疽下肢。然而，他最终因肾衰竭去世。
• Vitamin d analogues, compositions comprising said analogues and their use
  申请人：Binderup Torndal Ernst

  公开号：US20060166949A1

  公开（公告）日：2006-07-27

  Compounds according to formula I in which formula R1 and R2, which may be the same or different, represent halogen, (C 1 -C 6 )hydrocarbyl, optionally substituted with one or two hydroxyl group or one or more fluorine atoms, or, together with the carbon atom to which they are both attached, R1 and R2 form a (C 3 -C 6 )carbocyclic ring, or one of R1 and R2 taken together with R3 forms a direct bond, such that a triple bond is constituted, or R1 and R2 represent both hydrogen; R3 when not forming a direct bond with one of R1 and R2 represents hydrogen or (C 1 -C 3 )hydrocarbyl; X represents (E)-ethylene, (Z)-ethylene, ethynylene, or a bond; Y and Z independently represent hydrogen or methyl; the bond between C#16 and C#17 is depicted with a dotted line to illustrate that said bond may be either a single bond, in which case the projection of the ring substituent is beta, or a double bond; A represents hydroxyl, fluorine or hydrogen; B represents CH 2 or H 2 ; the configuration in the 3-position corresponds to the same configuration as in natural vitamin D 3 (normal), or the configuration in the 3-position is opposite to that of natural vitamin D 3 (epi); with the proviso that when X represents (E)-ethylene or (Z)-ethylene, one of R1 and R2 taken together with R3 may not form a direct bond, such that a triple bond is constituted; with the further proviso that when X represents a bond R1 and R2 are not hydrogen; with the further proviso that the compound of formula I is not 3(S)-hydroxy-9,10-secocholesta-5(Z),7(E),10(19),22(E),24-penta-ene; and prodrugs and stereo isomeric forms thereof are provided together with their use in therapy, and their use in the manufacture of medicaments.

  根据公式I，其中R1和R2表示卤素，(C1-C6)烃基，可选地带有一个或两个羟基或一个或多个氟原子，或者与它们都连接的碳原子一起形成一个(C3-C6)环状碳环，或者R1和R2中的一个与R3一起形成直接键，从而构成三键，或者R1和R2都表示氢; 当R3不与R1和R2之一形成直接键时，表示氢或(C1-C3)烃基; X表示(E)-乙烯，(Z)-乙烯，乙炔或键; Y和Z分别表示氢或甲基; C#16和C#17之间的键用虚线表示，以说明所述键可以是单键，此时环取代基的投影为β，或者是双键; A表示羟基，氟或氢; B表示CH2或H2; 3位的构型与天然维生素D3(normal)相同，或3位的构型与天然维生素D3(epi)相反; 假设当X表示(E)-乙烯或(Z)-乙烯时，R1和R2中的一个与R3一起不能形成直接键，从而构成三键; 进一步假设当X表示键时，R1和R2不是氢; 进一步假设化合物I的化学式不是3(S)-羟基-9,10-去氢胆甾-5(Z),7(E),10(19),22(E),24-五烯; 提供了其前药和立体异构体形式以及它们在治疗中的使用，以及它们在制药中的使用。
• Straus; Kollek; Heyn, Chemische Berichte, 1930, vol. 63, p. 1875
  作者：Straus、Kollek、Heyn

  DOI：——

  日期：——
• Chlorinated and brominated ethine carbinols
  申请人：WINTHROP CHEM CO INC

  公开号：US01841768A1

  公开（公告）日：1932-01-19