bacchar-12-en-3β-yl acetate | 30265-62-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: bacchar-12-en-3β-yl acetate
• 英文别名: [(2S,4aR,4bR,8R,10aR,10bR,12aR)-1,1,4a,8,10a,10b-hexamethyl-8-(4-methylpentyl)-3,4,4b,5,7,9,10,11,12,12a-decahydro-2H-chrysen-2-yl] acetate
• CAS: 30265-62-4
• 化学式: C₃₂H₅₄O₂
• 分子量: 470.78
• InChiKey: KYGKSCNOHJIEDH-KLIVDUPGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.3
• 重原子数：
  34
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  bacchar-12-en-3β-yl acetate 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 生成 bacchar-12-en-3β-ol
  参考文献：
  名称：

  Bacchara-12,21-dien-3β-ol from the seeds of Glycine max

  摘要：

  A new triterpene alcohol isolated from the unsaponifiable lipid of soybean oil was established to have the structure bacchara-12,21-dien-3 beta-ol by spectroscopic methods.

  DOI：

  10.1016/s0031-9422(00)90422-9
• 作为产物：
  描述：

  bacchara-12,21-dien-3β-yl acetate 在 platinum(IV) oxide 氢气 作用下， 以 乙醇 为溶剂， 生成 bacchar-12-en-3β-yl acetate
  参考文献：
  名称：

  Bacchara-12,21-dien-3β-ol from the seeds of Glycine max

  摘要：

  A new triterpene alcohol isolated from the unsaponifiable lipid of soybean oil was established to have the structure bacchara-12,21-dien-3 beta-ol by spectroscopic methods.

  DOI：

  10.1016/s0031-9422(00)90422-9

文献信息

• Conversion of Lupeol into Dammarane Derivatives
  作者：Shinya Ohta、Motoo Tori、Takahiko Tsuyuki、Takeyoshi Takahashi

  DOI：10.1246/bcsj.56.2187

  日期：1983.7

  On treatment with potassium carbonate in aqueous dioxane, 3β-tetrahydropyranyloxybaccharan-18β-yl mesylate, prepared from lupeol, underwent D-ring contraction. The solvolytic products were hydrolyzed and acetylated to give Δ20-, Δ20(22)-, Δ17(20)-, and Δ13(17)-dammaren-3β-yl acetates and (20S)-20-hydroxydammaran-3β-yl acetate together with bacchar-13(18)- and -12-en-3β-yl acetates.

  在碳酸钾水溶液中，由羽扇豆醇制备的3β-四氢吡喃氧基巴卡兰-18β-基甲磺酸盐发生了D-环收缩。将溶剂解离产物水解并乙酰化，得到Δ20-、Δ20(22)-, Δ17(20)-, 和Δ13(17)-达玛烷-3β-基乙酸酯以及(20S)-20-羟基达玛烷-3β-基乙酸酯，还有巴卡-13(18)-和-12-烯-3β-基乙酸酯。
• Boron Trifluoride Etherate-catalyzed Backbone Rearrangement of 13β,18β-Epoxybaccharan-3β-yl Acetate. A Sequential Migration of Two Methyl Groups and a Hydride in Biogenetic Direction
  作者：Shinya Ohta、Motoo Tori、Koji Suemura、Tomomi Irokawa、Yoshihiko Moriyama、Takahiko Tsuyuki、Takeyoshi Takahashi、Akiko Itai、Yoichi Iitaka

  DOI：10.1246/bcsj.58.2687

  日期：1985.9

  anhydride to afford a complex mixture, in which a formation of backbone rearrangement products, D:C-friedobacchar-9(11)-en- and -7-en-3β-yl acetates together with 3β-acetoxy-D-friedo-13,18-secobacchar-13-en-18-ylidene diacetate was observed. The D:C-friedobacchar-9(11)-ene derivative is the first example of the backbone rearrangement product formed by a sequential migration of two methyl groups and a hydride

  13β,18β-Epoxybaccharan-3β-yl 乙酸酯用三氟化硼醚合物在乙酸酐中处理得到复杂的混合物，其中形成骨架重排产物 D:C-friedobacchar-9(11​​)-en-和-7观察到 -en-3β-yl 乙酸盐和 3β-acetoxy-D-friedo-13,18-secobacchar-13-en-18-ylidene diacetate。D:C-friedobacchar-9(11​​)-ene 衍生物是主链重排产物的第一个例子，由两个甲基和一个氢化物向 baccharene-shionene 系列中的生物遗传方向顺序迁移形成。
• BIOGENETIC-LIKE BACKBONE REARRANGEMENT. A FORMATION OP<i>D</i>:<i>C</i>-FRIEDOBACCHAR-9(11)-ENE-3β,18β-DIYL LIACETATE FROM 13β,18β-EPOXYBACCHARAN-3β-YL ACETATE
  作者：Koji Suemura、Tomomi Irokawa、Motoo Tori、Shinya Ohta、Yoshihiko Moriyama、Takahiko Tsuyuki、Takeyoshi Takahashi、Akiko Itai、Yoichi Iitaka

  DOI：10.1246/cl.1982.1617

  日期：1982.10.5

  13β,18β-Epoxybaccharan-3β-yl acetate was treated with BF3·Et2O in acetic anhydride to yield a complex mixture, in which the presence of D:C-friedobacchar-9(11)-ene-3β,18β-diyl diacetate (2) was shown; the product (2) was converted into 18-oxo-D:C-friedobacchar-9(11)-en-3β-yl acetate, the structure of which was confirmed by X-ray diffraction analysis.

  13β,18β-Epoxybaccharan-3β-yl acetate 用 BF3·Et2O 在乙酸酐中处理得到复杂的混合物，其中存在 D:C-friedobacchar-9(11​​)-ene-3β,18β-diyl diacetate ( 2) 显示；产物(2)转化为18-oxo-D:C-friedobacchar-9(11​​)-en-3β-yl醋酸酯，其结构经X射线衍射分析证实。