α-bromosuccinic acid-1-tertbutylester-4-benzyl ester | 306776-73-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: α-bromosuccinic acid-1-tertbutylester-4-benzyl ester
• 英文别名: 4-O-benzyl 1-O-tert-butyl 2-bromobutanedioate
• CAS: 306776-73-8
• 化学式: C₁₅H₁₉BrO₄
• 分子量: 343.217
• InChiKey: NXBUVMVXQXBYNV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  20
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  α-bromosuccinic acid-1-tertbutylester-4-benzyl ester 在 palladium on activated charcoal 氢气 、 potassium carbonate 作用下， 以 甲醇 、 氯仿 、 水 、 乙腈 为溶剂， 反应 114.0h， 生成 1-(1-carboxy-2-carbotertbutoxyethyl)-4,7,10-(carbotertbutoxymethyl)-1,4,7,10-tetraaza-cyclododecane
  参考文献：
  名称：

  A convenient synthesis of novel bifunctional prochelators for coupling to bioactive peptides for radiometal labelling

  摘要：

  New DOTA-based bifunctional prochelators, e.g., 1-(1-carboxy-3-carbotertbutoxypropyl)-4,7,10-(carbotertbutoxymethyl)-1,4,7, 10-tetraazacyclodode-cane (DOTAGA(tBu)(4)), (6d) for a broad application in the modification of biomolecules with metal ions were prepared. The five-step synthesis of 6d has an overall yield of about 20%. The coupling of 6d to a bioactive peptide on solid-phase was exemplified with use of a CCK-B (cholecystokinin) analogue. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00413-3
• 作为产物：
  描述：

  L-天冬氨酸-4-苄酯 在 三氟化硼乙醚 、 氢溴酸 、 2,4-滴二甲胺盐 、 sodium bromide 、 sodium nitrite 作用下， 以 氯仿 、 环己烷 为溶剂， 反应 74.0h， 生成 α-bromosuccinic acid-1-tertbutylester-4-benzyl ester
  参考文献：
  名称：

  A convenient synthesis of novel bifunctional prochelators for coupling to bioactive peptides for radiometal labelling

  摘要：

  New DOTA-based bifunctional prochelators, e.g., 1-(1-carboxy-3-carbotertbutoxypropyl)-4,7,10-(carbotertbutoxymethyl)-1,4,7, 10-tetraazacyclodode-cane (DOTAGA(tBu)(4)), (6d) for a broad application in the modification of biomolecules with metal ions were prepared. The five-step synthesis of 6d has an overall yield of about 20%. The coupling of 6d to a bioactive peptide on solid-phase was exemplified with use of a CCK-B (cholecystokinin) analogue. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00413-3

文献信息

• A convenient synthesis of novel bifunctional prochelators for coupling to bioactive peptides for radiometal labelling
  作者：Klaus-Peter Eisenwiener、Pia Powell、Helmut R Mäcke

  DOI：10.1016/s0960-894x(00)00413-3

  日期：2000.9

  New DOTA-based bifunctional prochelators, e.g., 1-(1-carboxy-3-carbotertbutoxypropyl)-4,7,10-(carbotertbutoxymethyl)-1,4,7, 10-tetraazacyclodode-cane (DOTAGA(tBu)(4)), (6d) for a broad application in the modification of biomolecules with metal ions were prepared. The five-step synthesis of 6d has an overall yield of about 20%. The coupling of 6d to a bioactive peptide on solid-phase was exemplified with use of a CCK-B (cholecystokinin) analogue. (C) 2000 Elsevier Science Ltd. All rights reserved.