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【结 构 式】 
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【分子编号】20422 【品名】N-[3(R)-[N-alpha-[Spiro[indene-1,4'-piperidin]-1'-ylcarbonyl]-D-tryptophanamidomethyl]cyclohex-1(S)-ylmethyl]carbamic acid tert-butyl ester 【CA登记号】 |
【 分 子 式 】C38H49N5O4 【 分 子 量 】639.83836 【元素组成】C 71.33% H 7.72% N 10.95% O 10% |
合成路线1
该中间体在本合成路线中的序号：(XVII)Treatment of D-tryptophan methyl ester (XI) with N,N'-disuccinimidyl carbonate (XII) gave the intermediate succinimidyl carbamate (XIII), which was subsequently converted to urea (XV) upon reaction with spiro(indene-1,4'-piperidine) (XIV). Saponification of the ester function of (XV) with LiOH afforded the carboxylic acid (XVI), and this was then coupled with the Boc-protected chiral diamine (X) using EDC and HOBt. The resulting precursor (XVII) was finally deprotected with HCl in EtOAc to provide the title compound.
| 【1】 Yang, L.; et al.; Spiro[1H-indene-1,4'-piperidine] derivatives as potent and selective non-peptide human somatostatin receptor subtype 2 (sst2) agonists. J Med Chem 1998, 41, 13, 2175. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (X) | 20415 | tert-butyl [(1S,3R)-3-(aminomethyl)cyclohexyl]methylcarbamate | C13H26N2O2 | 详情 | 详情 | |
| (XI) | 20416 | methyl (2R)-2-amino-3-(1H-indol-3-yl)propanoate | C12H14N2O2 | 详情 | 详情 | |
| (XII) | 20417 | 1-([[(2,5-dioxo-1-pyrrolidinyl)oxy]carbonyl]oxy)-2,5-pyrrolidinedione | 74124-79-1 | C9H8N2O7 | 详情 | 详情 |
| (XIII) | 20418 | methyl (2R)-2-([[(2,5-dioxo-1-pyrrolidinyl)oxy]carbonyl]amino)-3-(1H-indol-3-yl)propanoate | C17H17N3O6 | 详情 | 详情 | |
| (XIV) | 20419 | Spiro[indene-1,4'-piperidine] | C13H15N | 详情 | 详情 | |
| (XV) | 20420 | N-[Spiro[indene-1,4'-piperidin]-1'-ylcarbonyl]-D-tryptophan methyl ester | C26H27N3O3 | 详情 | 详情 | |
| (XVI) | 20421 | N-[Spiro[indene-1,4'-piperidin]-1'-ylcarbonyl]-D-tryptophan | C25H25N3O3 | 详情 | 详情 | |
| (XVII) | 20422 | N-[3(R)-[N-alpha-[Spiro[indene-1,4'-piperidin]-1'-ylcarbonyl]-D-tryptophanamidomethyl]cyclohex-1(S)-ylmethyl]carbamic acid tert-butyl ester | C38H49N5O4 | 详情 | 详情 |