|
【结 构 式】 
|
【药物名称】CPTP 【化学名称】N-[N-[2-[N-[1-(Cyclohexylmethyl)piperidin-3(R)-ylmethyl]carbamoyl]ethyl]carbamoylmethyl]-3,3,3-triphenylpropionamide 【CA登记号】323181-78-8 【 分 子 式 】C39H50N4O3 【 分 子 量 】622.85835 |
【开发单位】Banyu (Originator) 【药理作用】Antiallergy/Antiasthmatic Drugs, Asthma Therapy, PHARMACOLOGICAL TOOLS, RESPIRATORY DRUGS, Muscarinic M3 Antagonists |
合成路线1
Coupling between ethyl 3-aminopropionate (I) and N-Boc-glycine (II) by means of EDC and HOBt affords the protected dipeptide (III). After acidic Boc group cleavage in (III), the N-deprotected dipeptide (IV) is acylated by 3,3,3-triphenylpropionic acid (V) to produce amide (VI). Saponification of the ethyl ester group of (VI) yields acid (VII). This is coupled with (R)-1-Boc-3-(aminomethyl)piperidine (VIII) to afford amide (IX), which is further subjected to acidic N-Boc group cleavage. The resultant piperidine derivative (X) is then reductively condensed with cyclohexanecarboxaldehyde (XI) in the presence of NaBH(OAc)3 to furnish the title compound.
| 【1】 Kimura, T.; Noguchi, K.; Otake, N.; Uchiyama, M.; Naya, A.; Sagara, Y.; Numazawa, T.; Fujikawa, T. (Banyu Pharmaceutical Co., Ltd.); Novel amide derivs.. EP 1213281; WO 0107406 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (I) | 17639 | beta-Alanine, ethyl ester; ethyl 3-aminopropanoate | 924-73-2 | C5H11NO2 | 详情 | 详情 |
| (II) | 18066 | N-alpha-t-BOC-glycine; 2-[(tert-butoxycarbonyl)amino]acetic acid | 4530-20-5 | C7H13NO4 | 详情 | 详情 |
| (III) | 57638 | ethyl 3-({2-[(tert-butoxycarbonyl)amino]acetyl}amino)propanoate | C12H22N2O5 | 详情 | 详情 | |
| (IV) | 57639 | ethyl 3-[(2-aminoacetyl)amino]propanoate | C7H14N2O3 | 详情 | 详情 | |
| (V) | 57640 | 3,3,3-Triphenylpropionic acid; Tritylacetic acid | 900-91-4 | C21H18O2 | 详情 | 详情 |
| (VI) | 57641 | ethyl 3-({2-[(3,3,3-triphenylpropanoyl)amino]acetyl}amino)propanoate | C28H30N2O4 | 详情 | 详情 | |
| (VII) | 57642 | N-{2-[(3,3,3-triphenylpropanoyl)amino]acetyl}-beta-alanine | C26H26N2O4 | 详情 | 详情 | |
| (VIII) | 57643 | tert-butyl (3R)-3-(aminomethyl)-1-piperidinecarboxylate | C11H22N2O2 | 详情 | 详情 | |
| (IX) | 57644 | tert-butyl (3R)-3-({[3-({2-[(3,3,3-triphenylpropanoyl)amino]acetyl}amino)propanoyl]amino}methyl)-1-piperidinecarboxylate | C37H46N4O5 | 详情 | 详情 | |
| (X) | 57645 | N-{2-oxo-2-[(3-oxo-3-{[(3S)piperidinylmethyl]amino}propyl)amino]ethyl}-3,3,3-triphenylpropanamide | C32H38N4O3 | 详情 | 详情 | |
| (XI) | 33694 | cyclohexanecarbaldehyde | 2043-61-0 | C7H12O | 详情 | 详情 |