ethyl glycocholate | 517904-33-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: ethyl glycocholate
• 英文别名: cholic acid；glycocholic acid ethyl ester；Glycocholic acid ethyl ester；ethyl 2-[[(4R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoyl]amino]acetate
• CAS: 517904-33-5
• 化学式: C₂₈H₄₇NO₆
• 分子量: 493.684
• InChiKey: IUMZSPQFQUFAHS-VVHBOOHCSA-N

物化性质

• 沸点：
  652.6±55.0 °C(Predicted)
• 密度：
  1.159±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  35
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  116
• 氢给体数：
  4
• 氢受体数：
  6

安全信息

• 储存条件：
  室温且干燥环境下使用。

反应信息

• 作为反应物：
  描述：

  ethyl glycocholate 在 水 、 sodium hydroxide 作用下， 以84 %的产率得到甘氨胆酸
  参考文献：
  名称：

  一种甘氨胆酸的制备方法

  摘要：

  本发明属于医药化工技术领域，涉及一种甘氨胆酸的制备方法，所述的甘氨胆酸的制备方法，包括以下步骤：1)将胆酸溶解或分散在溶剂中，在碱的作用下，与磺酰氯反应形成活性中间体；2)活性中间体与甘氨酸酯反应，得到甘氨胆酸酯；3)甘氨胆酸酯水解得甘氨胆酸。本发明的制备方法简单，物料成本低廉，未使用到剧毒化学品，收率和产品纯度较高，后处理简单，适合工业化大规模生产。

  公开号：

  CN115785184A
• 作为产物：
  描述：

  octacos-10-enyl cholate 在 4-二甲氨基吡啶 氢氧化钾 、 N,N'-二环己基碳二亚胺 作用下， 以 甲醇 、 水 为溶剂， 反应 0.26h， 生成 ethyl glycocholate
  参考文献：
  名称：

  Chemical modifications of bile acids under high-intensity ultrasound or microwave irradiation

  摘要：

  High-intensity ultrasound (HIU) and microwave (MW) irradiation, having emerged as effective promoters of organic reactions, were exploited for the synthesis of bile acids derivatives. Esterification, amidation, hydrolysis, oxidation, and reduction were investigated. Compared to conventional methods, both techniques proved much more efficient, increasing product yields and dramatically cutting down reaction times. Scaled-up studies are now under way. (C) 2004 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2004.09.007

文献信息

• [EN] METHOD FOR THE SYNTHESIS OF GLYCOCHOLIC ACID<br/>[FR] PROCÉDÉ POUR LA SYNTHÈSE D'ACIDE GLYCOCHOLIQUE
  申请人：PRODOTTI CHIMICI ALIMENTARI

  公开号：WO2010128472A1

  公开（公告）日：2010-11-11

  Process for preparing glycocholic acid comprising the following steps: a) making a mixed anhydride of cholic acid through the suspension of cholic acid in acetone or in aqueous acetone in presence of a base, and subsequent reaction with an alkyl chloroformate; b) aminolysis of the so obtained mixed anhydride of cholic acid with an aqueous solution of a glycine ester, resulting in an ester of glycocholic acid; c) hydrolysis of the ester of glycocholic acid thus obtained through the treatment with aqueous soda or aqueous potassium and precipitation of glycocholic acid through acidification of the corresponding sodium salt.

  制备胆酸的过程包括以下步骤：a) 通过在丙酮或水合丙酮中悬浮胆酸，并在碱的存在下制备胆酸的混合酐，然后与烷基氯甲酸酯反应；b) 将得到的胆酸混合酐与甘氨酸酯的水溶液进行氨解反应，得到胆酸的酯；c) 通过用水合钠或水合钾处理得到的胆酸酯，使其水解并通过酸化相应的钠盐沉淀出胆酸。
• SYNTHESIS OF LINEAR AND CYCLIC DIMERIC ESTER DERIVATIVES FROM BILE ACIDS AND GLYCINE
  作者：Ze Tian、Hong Cui、Yan Wang

  DOI：10.1081/scc-120015401

  日期：2002.1.1

  ABSTRACT Two novel taylor-made linear and cyclic dimers were synthesized from the inexpensive steroid bile acids and amino acid glycine. The structures and stereochemistry of all intermediates and dimers were determined by means of spectroscopic analyses.

  摘要 从廉价的类固醇胆汁酸和氨基酸甘氨酸合成了两种新型泰勒制线性和环状二聚体。通过光谱分析确定所有中间体和二聚体的结构和立体化学。
• Catalytic and Sustainable Amide Bond Formation using a DABCO/Dichlorotriazine System
  作者：Pauline Adler、Marion Gras、Michael Smietana

  DOI：10.1002/cctc.202300264

  日期：2023.5.19

  A new approach for the sustainable amide bond formation based on the catalytic in situ preparation of the activating agent is presented herein. The method was applied to a broad scope, including natural products derivatives, and was extended to solid phase peptide synthesis.

  本文介绍了一种基于活化剂原位催化制备的可持续酰胺键形成的新方法。该方法适用范围广泛，包括天然产物衍生物，并扩展到固相多肽合成。
• Chemical modifications of bile acids under high-intensity ultrasound or microwave irradiation
  作者：Giancarlo Cravotto、Luisa Boffa、Marta Turello、Massimo Parenti、Alessandro Barge

  DOI：10.1016/j.steroids.2004.09.007

  日期：2005.2

  High-intensity ultrasound (HIU) and microwave (MW) irradiation, having emerged as effective promoters of organic reactions, were exploited for the synthesis of bile acids derivatives. Esterification, amidation, hydrolysis, oxidation, and reduction were investigated. Compared to conventional methods, both techniques proved much more efficient, increasing product yields and dramatically cutting down reaction times. Scaled-up studies are now under way. (C) 2004 Elsevier Inc. All rights reserved.
• 一种甘氨胆酸的制备方法
  申请人：江苏东南纳米材料有限公司

  公开号：CN114539343A

  公开（公告）日：2022-05-27

  本发明涉及一种甘氨胆酸的制备方法，以N,N‑羰基二咪唑(CDI)为缩合剂和纳米氧化钙为缚酸剂，对原料胆酸进行活化处理，所得活性中间体具有良好的稳定性，与甘氨酸乙酯盐酸盐进行缩合反应制备甘氨胆酸乙酯，再进行水解反应得到目标产物甘氨胆酸，具体合成路线如下。采用本发明的方法制备甘氨胆酸，不易发生副反应，制备方法简单，杂质含量低，提高了反应效率，收率和纯度较高，收率达到90％以上，纯度达到99％以上，后处理简单，不需要柱层析纯化，生产成本低，适合工业化大规模生产。