4-[(4-Benzyloxycarbonylamino-4,5-dihydro-3H-cyclohepta[2,1-a;3,4-a']dinaphthalene-4-carbonyl)-amino]-4,5-dihydro-3H-cyclohepta[2,1-a;3,4-a']dinaphthalene-4-carboxylic acid methyl ester | 604767-32-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 4-[(4-Benzyloxycarbonylamino-4,5-dihydro-3H-cyclohepta[2,1-a;3,4-a']dinaphthalene-4-carbonyl)-amino]-4,5-dihydro-3H-cyclohepta[2,1-a;3,4-a']dinaphthalene-4-carboxylic acid methyl ester
• 英文别名: Methyl 13-[[13-(phenylmethoxycarbonylamino)pentacyclo[13.8.0.02,11.03,8.018,23]tricosa-1(15),2(11),3,5,7,9,16,18,20,22-decaene-13-carbonyl]amino]pentacyclo[13.8.0.02,11.03,8.018,23]tricosa-1(15),2(11),3,5,7,9,16,18,20,22-decaene-13-carboxylate
• CAS: 604767-32-0
• 化学式: C₅₇H₄₄N₂O₅
• 分子量: 836.987
• InChiKey: SRFAFCPNDZKRCH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.7
• 重原子数：
  64
• 可旋转键数：
  8
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  93.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-[(4-Benzyloxycarbonylamino-4,5-dihydro-3H-cyclohepta[2,1-a;3,4-a']dinaphthalene-4-carbonyl)-amino]-4,5-dihydro-3H-cyclohepta[2,1-a;3,4-a']dinaphthalene-4-carboxylic acid methyl ester 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 20.0 ℃ 、344.74 kPa 条件下， 反应 5.0h， 以95%的产率得到4-[(4-Amino-4,5-dihydro-3H-cyclohepta[2,1-a;3,4-a']dinaphthalene-4-carbonyl)-amino]-4,5-dihydro-3H-cyclohepta[2,1-a;3,4-a']dinaphthalene-4-carboxylic acid methyl ester
  参考文献：
  名称：

  Synthesis and conformational study of homo-peptides based on (S)-Bin, a C2-symmetric binaphthyl-derived Cα,α-disubstituted glycine with only axial chirality

  摘要：

  We synthesised the [(S)-Bin](n) (n=2-5) homo-peptides by solution methods. Only the acid fluoride derivative Fmoc-(S)-Bin-F could be efficiently coupled with H-[(S)-Bin](n)-OMe (n=2-4). Spectroscopic experimental analyses of the [(S)-Bin](n) homo-peptides in solution performed by CD, FT-IR absorption, and VCD, supported by VCD calculations, confirmed the (S) configuration of the Bin residues and identified the most largely populated secondary structures as right-handed beta-turns which eventually evolve to 3(10)-helices in the highest oligomers. 0 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(03)00285-4
• 作为产物：
  描述：

  H-(S)-Bin-OMe 在 sodium hydroxide 、 TEA 作用下， 以 甲醇 、 甲苯 、 乙腈 为溶剂， 反应 93.0h， 生成 4-[(4-Benzyloxycarbonylamino-4,5-dihydro-3H-cyclohepta[2,1-a;3,4-a']dinaphthalene-4-carbonyl)-amino]-4,5-dihydro-3H-cyclohepta[2,1-a;3,4-a']dinaphthalene-4-carboxylic acid methyl ester
  参考文献：
  名称：

  Synthesis and conformational study of homo-peptides based on (S)-Bin, a C2-symmetric binaphthyl-derived Cα,α-disubstituted glycine with only axial chirality

  摘要：

  We synthesised the [(S)-Bin](n) (n=2-5) homo-peptides by solution methods. Only the acid fluoride derivative Fmoc-(S)-Bin-F could be efficiently coupled with H-[(S)-Bin](n)-OMe (n=2-4). Spectroscopic experimental analyses of the [(S)-Bin](n) homo-peptides in solution performed by CD, FT-IR absorption, and VCD, supported by VCD calculations, confirmed the (S) configuration of the Bin residues and identified the most largely populated secondary structures as right-handed beta-turns which eventually evolve to 3(10)-helices in the highest oligomers. 0 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(03)00285-4