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【结 构 式】 
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【分子编号】38229 【品名】benzyl (2S)-2-amino-3-hydroxypropanoate 【CA登记号】 |
【 分 子 式 】C10H13NO3 【 分 子 量 】195.21816 【元素组成】C 61.53% H 6.71% N 7.17% O 24.59% |
与该中间体有关的原料药合成路线共 2 条
合成路线1
该中间体在本合成路线中的序号：(II)Synthesis of the iodopropionic intermediate (IV) is achieved as follows. The condensation of 4-benzyloxy-3,5-dichlorobenzoic acid (I) with L-serine benzyl ester (II) by means of BOP and TEA in dichloromethane gives the benzoyl-serine (III), which is then converted into the target iodopropionic intermediate (IV) by reaction with MsCl and TEA, followed by treatment with NaI in acetone.
| 【1】 Watanabe, H.; Okue, M.; Kobayashi, H.; Kitahara, T.; The first synthesis of kaitocephalin based on the structure revision. Tetrahedron Lett 2002, 43, 5, 861. |
| 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) | 61500 | 4-(benzyloxy)-3,5-dichlorobenzoic acid | C14H10Cl2O3 | 详情 | 详情 | |
| (II) | 38229 | benzyl (2S)-2-amino-3-hydroxypropanoate | C10H13NO3 | 详情 | 详情 | |
| (III) | 61501 | benzyl (2S)-2-{[4-(benzyloxy)-3,5-dichlorobenzoyl]amino}-3-hydroxypropanoate | C24H21Cl2NO5 | 详情 | 详情 | |
| (IV) | 61502 | benzyl (2R)-2-{[4-(benzyloxy)-3,5-dichlorobenzoyl]amino}-3-iodopropanoate | C24H20Cl2INO4 | 详情 | 详情 |
合成路线2
该中间体在本合成路线中的序号：(II)The intermediate, the N-acyl-L-serine benzyl ester (II) has been obtained by N-acylation of L-serine benzyl ester (XVI) with the tetradecanoic acid (V) by means of EDDQ in dichloromethane.
| 【1】 Johnson, D.A.; Sowell, C.G. (Corixa Corp.); Aminoalkyl glucosamine phosphate cpds. and their use as adjuvants and immunoeffectors. EP 0983286; US 6113918; WO 9850399 . |
Extended Information