(S)-3-Benzyloxy-2-((S)-2-tert-butoxycarbonylamino-4-methyl-pentanoylamino)-propionic acid | 61884-45-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (S)-3-Benzyloxy-2-((S)-2-tert-butoxycarbonylamino-4-methyl-pentanoylamino)-propionic acid
• 英文别名: N-(tert-Butoxycarbonyl)-L-leucyl-O-benzyl-L-serine；(2S)-2-[[(2S)-4-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoyl]amino]-3-phenylmethoxypropanoic acid
• CAS: 61884-45-5
• 化学式: C₂₁H₃₂N₂O₆
• 分子量: 408.495
• InChiKey: XEJHSOREGRDIEV-IRXDYDNUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  29
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  114
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (S)-3-Benzyloxy-2-((S)-2-tert-butoxycarbonylamino-4-methyl-pentanoylamino)-propionic acid 在 N-甲基吗啉 、 甲酸 、 三乙胺 、 三氟乙酸酐 、 氯甲酸异丁酯 作用下， 以 四氢呋喃 为溶剂， 反应 20.25h， 生成 (S)-2-Amino-4-methyl-pentanoic acid ((R)-2-benzyloxy-1-cyano-ethyl)-amide
  参考文献：
  名称：

  Dipeptide nitrile inhibitors of cathepsin K

  摘要：

  A series of dipeptidyl nitrites as inhibitors of cathepsin K have been explored starting from lead structure 1 (Cbz-Leu-NH-CH2-CN IC50 = 39 nM). Attachment of non-natural amino acid side chains in P1 and modification of the P3 subunit led to inhibitors with higher potency and improved pharmacokinetic properties. (C) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.01.104
• 作为产物：
  描述：

  Boc-L-亮氨酸N-羟基琥珀酰亚胺脂 、 O-苄基-L-丝氨酸 在 三甲基氯硅烷 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 7.0h， 以96%的产率得到(S)-3-Benzyloxy-2-((S)-2-tert-butoxycarbonylamino-4-methyl-pentanoylamino)-propionic acid
  参考文献：
  名称：

  Dipeptide nitrile inhibitors of cathepsin K

  摘要：

  A series of dipeptidyl nitrites as inhibitors of cathepsin K have been explored starting from lead structure 1 (Cbz-Leu-NH-CH2-CN IC50 = 39 nM). Attachment of non-natural amino acid side chains in P1 and modification of the P3 subunit led to inhibitors with higher potency and improved pharmacokinetic properties. (C) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.01.104

文献信息

• Polypeptide derivatives and calcium metabolism improving agent
  申请人：Otsuka Pharmaceutical Co., Ltd.

  公开号：US05204326A1

  公开（公告）日：1993-04-20

  Novel polypeptide derivatives, acid-addition salts thereof and complexes thereof, having the activities for inhibiting bone calcium absorption, for lowering the blood level of calcium, as analgesics, for inhibiting secretion of the gastric juice. Pharmaceutical composition can be prepared by formulating, at least one of the novel polypeptide derivatives, acid-addition salts thereof and complexes thereof, together with a proteolytic enzyme inhibitors and/or pharmaceutically acceptable acids. The pharmaceutical composition are quite effective as agents for curing hypercalcemia, for curing Peget's disease, for curing osteoporosis, analgetic agent, anti-ulcerative agent and the like.

  新型多肽衍生物及其酸加成盐和配合物，具有抑制骨钙吸收、降低血钙水平、作为镇痛剂和抑制胃酸分泌的活性。可以通过将至少一种新型多肽衍生物、其酸加成盐和配合物与蛋白酶抑制剂和/或药用酸一起制剂而成制备药物组合物。该药物组合物对治疗高钙血症、治疗佩吉特病、治疗骨质疏松症、镇痛剂、抗溃疡剂等方面具有相当有效的作用。
• Polypeptides and process for producing the same
  申请人：Toyo Jozo Kabushiki Kaisha

  公开号：US04086221A1

  公开（公告）日：1978-04-25

  Polypeptides of the formula ##STR1## wherein A.sub.1 is Ser or Gly, A.sub.7 is Val or Met, A.sub.10 is Lys or Thr, A.sub.11 is Leu or Tyr, A.sub.12 is Ser or Thr, A.sub.14 is Glu or Asp, A.sub.15 is Leu or Phe, A.sub.16 is His or Asn, A.sub.18 is Leu or Phe, A.sub.19 is Gln or His, A.sub.21 is Tyr or Phe, A.sub.23 is Arg or Gln, A.sub.25 is Asp or Asn or Ala, A.sub.26 is Val or Thr or Ile, A.sub.28 is Ala or Ser or Val, and A.sub.30 is Thr or Val or Ala, and pharmaceutically acceptable acid addition salts and complexes, have serum calcium reducing activity.

  式子为##STR1##的多肽，其中A.sub.1是Ser或Gly，A.sub.7是Val或Met，A.sub.10是Lys或Thr，A.sub.11是Leu或Tyr，A.sub.12是Ser或Thr，A.sub.14是Glu或Asp，A.sub.15是Leu或Phe，A.sub.16是His或Asn，A.sub.18是Leu或Phe，A.sub.19是Gln或His，A.sub.21是Tyr或Phe，A.sub.23是Arg或Gln，A.sub.25是Asp或Asn或Ala，A.sub.26是Val或Thr或Ile，A.sub.28是Ala或Ser或Val，A.sub.30是Thr或Val或Ala及其药物上可接受的酸盐和复合物，具有降低血清钙的活性。
• Dipeptide nitrile inhibitors of cathepsin K
  作者：Eva Altmann、Reiner Aichholz、Claudia Betschart、Thomas Buhl、Jonathan Green、René Lattmann、Martin Missbach

  DOI：10.1016/j.bmcl.2006.01.104

  日期：2006.5

  A series of dipeptidyl nitrites as inhibitors of cathepsin K have been explored starting from lead structure 1 (Cbz-Leu-NH-CH2-CN IC50 = 39 nM). Attachment of non-natural amino acid side chains in P1 and modification of the P3 subunit led to inhibitors with higher potency and improved pharmacokinetic properties. (C) 2006 Elsevier Ltd. All rights reserved.