testosterone-17-amidosulfonate

• 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: testosterone-17-amidosulfonate
• 英文别名: 3-oxoandrost-4-en-17β-yl sulfamate；[(8R,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl] sulfamate
• 化学式: C₁₉H₂₉NO₄S
• 分子量: 367.51
• InChiKey: CRTZPNFYBAMKCF-DYKIIFRCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.84
• 拓扑面积：
  94.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  睾酮 在 盐酸 作用下， 以 水 、 乙腈 为溶剂， 反应 3.0h， 生成 testosterone-17-amidosulfonate
  参考文献：
  名称：

  使用选择性氨磺酰化剂制备氨基磺酸盐和磺酰胺

  摘要：

  氨基磺酸盐和磺酰胺在生物分子中普遍存在，但它们的通用合成方法受到限制。我们在本文中报道了具有高溶解度和贮存稳定性的氨磺酰化剂。通过以高选择性和高收率使用该试剂，可以直接从醇或胺合成各种氨基磺酸盐和磺酰胺。该方案也已成功用于含有羟基或氨基基团的药物的后期氨磺酰化反应。

  DOI：

  10.1021/acs.orglett.1c00504

文献信息

• Novel use of sulfamic acids as resolving agent
  申请人：——

  公开号：US20040186298A1

  公开（公告）日：2004-09-23

  The invention relates to the use of chiral sulfamic acids as resolving agents, the sulfamic acid having the formula (R 1, R 2?) N—SO 3H, ?wherein: R 1 and R 2, ?being the same or different, represent a hydrogen atom or a C 1 -C 30 linear, branched or cyclic (hetero)-aliphatic or (hetero)-aromatic group, provided that R 1 ?and R 2 are not both hydrogen and that at least one of the R 1 and R 2 groups is chiral. Further, methods for resolving enantiomeric mixtures are disclosed.

  本发明涉及手性氨基磺酸作为溶解剂的用途，氨基磺酸的化学式为（R 1, R 2?)N-SO 3H, ?wherein：R 1 和 R 2 相同或不同，代表氢原子或 C 1 -C 30 线性、支链或环状（杂）脂肪族或（杂）芳香族基团，条件是 R 1 和 R 2 和 R 2 不能都是氢，且至少有一个 R 1 和 R 2 基团是手性的。此外，还公开了解析对映体混合物的方法。
• Efficient general method for sulfamoylation of a hydroxyl group
  作者：Makoto Okada、Shigeki Iwashita、Naoyuki Koizumi

  DOI：10.1016/s0040-4039(00)01130-8

  日期：2000.9

  The application of N,N-dimethylacetamide or 1-methyl-2-pyrrolidone as solvent clearly accelerated the sulfamoylation reaction of a hydroxyl group compared with the solvents used so far. The target sulfamates were obtained in the highest yield without a base. It became clear that 2 equiv. of sulfamoyl chloride to the starting material was sufficient to complete the reaction. It was confirmed that this condition could be applied to extensive hydroxyl groups, (C) 2000 Elsevier Science Ltd. All rights reserved.
• NOVEL USE OF SULFAMIC ACIDS AS RESOLVING AGENT.
  申请人：Avantium International B.V.

  公开号：EP1392620B1

  公开（公告）日：2007-05-23
• US7345202B2
  申请人：——

  公开号：US7345202B2

  公开（公告）日：2008-03-18
• [EN] NOVEL USE OF SULFAMIC ACIDS AS RESOLVING AGENT.<br/>[FR] NOUVELLE UTILISATION D'ACIDES SULFAMIQUES COMME AGENTS DE SEPARATION
  申请人：AVANTIUM INT BV

  公开号：WO2002100804A2

  公开（公告）日：2002-12-19

  The invention relates to the use of chiral sulfamic acids as resolving agents, the sulfamic acid having the formula (R1, R2) N-SO3H, wherein: R1 and R2, being the same or different, represent a hydrogen atom or a C1-C30 linear, branched or cyclic (hetero)-aliphatic or (hetero)-aromatic group, provided that R1 and R2 are not both hydrogen and that at least one of the R1 and R2 groups is chiral. Further, methods for resolving enantiomeric mixtures are disclosed.