2,2,4-三甲基-2,3,4,5-四氢-1,5-苯并硫氮杂卓 | 13338-13-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并硫氮卓类
• 中文名称: 2,2,4-三甲基-2,3,4,5-四氢-1,5-苯并硫氮杂卓
• 英文名称: 2,2,4-trimethyl-2,3,4,5-tetrahydrobenzothiazepine
• 英文别名: 2,2,4-trimethyl-2,3,4,5-tetrahydro-benzo[b][1,4]thiazepine；2,2,4-Trimethyl-2,3,4,5-tetrahydro-1,5-benzothiazepine；2,3,4,5-Tetrahydro-2,2,4-trimethyl-1,5-benzothiazepin；2,2,4-trimethyl-4,5-dihydro-3H-1,5-benzothiazepine
• CAS: 13338-13-1
• 化学式: C₁₂H₁₇NS
• 分子量: 207.34
• InChiKey: URHIRPNXXQDFFA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  2,2,4-三甲基-2,3,4,5-四氢-1,5-苯并硫氮杂卓 、 二苯基乙酰氯 在 三乙胺 作用下， 以 苯 为溶剂， 以54%的产率得到rac-5-diphenylacetyl-2,2,4-trimethyl-2,3,4,5-tetrahydro-1,5-benzothiazepine
  参考文献：
  名称：

  rac-5-Diphenylacetyl-2,2,4-trimethyl-2,3,4,5-tetrahydro-1,5-benzothiazepine andrac-5-formyl-2,2,4-trimethyl-2,3,4,5-tetrahydro-1,5-benzothiazepine

  摘要：

  rac-5-Diphenylacetyl-2,2,4-trimethyl-2,3,4,5-tetrahydro-1,5-benzothiazepine, C26H27NOS, (I), and rac-5-formyl-2,2,4-trimethyl-2,3,4,5-tetrahydro-1,5-benzothiazepine, C13H17NOS, (II), are both characterized by a planar configuration around the heterocyclic N atom. In contrast with the chair conformation of the parent benzothiazepine, which has no substituents at the heterocyclic N atom, the seven-membered ring adopts a boat conformation in (I) and a conformation intermediate between boat and twist-boat in (II). The molecules lack a symmetry plane, indicating distortions from the perfect boat or twist-boat conformations. The supramolecular architectures are significantly different, depending in (I) on C-H center dot center dot center dot O interactions and intermolecular S center dot center dot center dot S contacts, and in (II) on a single aromatic pi-pi stacking interaction.

  DOI：

  10.1107/s0108270109036646

文献信息

• Crystal Structures of a Pair of Benzothiazepines‡
  作者：A. Nallini、K. Saraboji、M. N. Ponnuswamy、M. Muthukumar、R. Jeyaraman

  DOI：10.1080/10587250307070

  日期：2003.1.1

  N-Formyl-2,3,4,5-tetrahydro-2,4-diphenyl-1,5-benzothiazepine(FDPBT), C22H19 N O S, F.W = 345.44, monoclinic, P2(1)/c, a = 11.2268(1)Angstrom, b = 9.0297(1)Angstrom, c = 18.3813(1) Angstrom, beta = 104.77(1)degrees, V = 1801.8(3) Angstrom(3) , Z = 4, D calc = 1.273 Mg/m(3) , mu = 1.651 mm(-1) , F-000 = 728, CuKalpha = 1.5418 Angstrom, final R1 and wR2 are 0.0757 and 0.1752, respectively. N-Chloroacetyl-2,3,4,5-tetrahydro-2,2,4-trimethyl-1,5-ben-zothiazepine(CTMBT), C14H17Cl N O S, F.W = 282.80, monoclinic, P21/c, a = 12.9740(1)Angstrom, b = 13.3530(1) Angstrom, c = 17.0790(1) Angstrom, beta = 91.12(1)degrees, V = 2958.2(4)Angstrom(3) , Z = 8, D calc = 1.270 Mg/m(3) , mu = 3.504 mm(-1) , F-000 = 1192, CuKalpha = 1.5418 Angstrom, final R1 and wR2 are 0.0610 and 0.1609, respectively. The septilateral ring of the benzothiazepine in the two structures adheres to an identical boat conformation. The prow and stern angles are nearly the same for both the medium-sized rings.