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【结 构 式】

【分子编号】22893

【品名】2,2-diethoxyacetic acid

【CA登记号】

【 分 子 式 】C6H12O4

【 分 子 量 】148.15888

【元素组成】C 48.64% H 8.16% O 43.2%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号:(VIII)

2) By an acid catalyzed condensation of 7-guanidinoheptanamide (IX) with an equivalent amount of glyoxylspermidine (X) in the presence of glutaric acid at 60 C for 8 h. Purification of the reaction mixture gives DSG in 39% yield.

1 Umezawa, H.; Kuroda, H.; Nakamura, T.; Umeda, Y.; Iinuma, H.; Moriguchi, M.; Takeuchi, T.; Synthesis and antitumor activity of spergualin analogues. I. Chemical modification of 7-guanidino-3-hydroxyacyl moiety. J Antibiot 1985, 38, 7, 886-898.
2 Kondo, S.; Ikeda, Y.; Ikeda, D.; Iwasawa, H.; Umezawa, H.; Iinuma, H.; Umeda, Y.; The total synthesis of spergualin, an antitumor antibiotic. J Antibiot 1981, 34, 12, 1625-1627.
3 Umezawa, H.; Takeuchi, T.; Kondo, S. (Microbial Chemistry Research Foundation); (-)-15-Deoxyspergualin, process for the preparation thereof, and intermediate of the same. US 4525299 .
4 Fujii, A.; Iinuma, H.; Ikeda, D.; Kondo, S.; Nakamura, T.; Takeuchi, T.; Umezawa, H. (Microbial Chemistry Research Foundation); N-[4-(3-Aminopropyl)-aminobutyl]-2-(omega-guanidino-fatty-acid-amido)-2-substd.-ethanamide and salt thereof. BE 0894651; US 4518532; US 4658058 .
5 Inokai, K.; Fujii, A.; Takeuchi, T.; Umeda, Y.; Moriguchi, M.; Nakamura, T.; Umezawa, H. (Nippon Kayaku Co., Ltd.; Takara Shuzo Co., Ltd.); Spegualin-related nitrile cpds. and their preparation method. JP 1985178853 .
6 Suzuki, M.; Nishizawa, R.; Takei, M.; Yoshida, M. (Nippon Kayaku Co., Ltd.); Purification method of spergualin or its derivs.. JP 1984029652 .
7 Nakamura, T.; Moriguchi, M.; Inokai, K.; Umeda, Y.; Umezawa, H.; Takeuchi, T.; Fujii, A. (Nippon Kayaku Co., Ltd.; Takara Shuzo Co., Ltd.); Adduct of omega-guanidino fatty acid amide and glyoxylic acid, and its preparation method. JP 1985178852 .
8 Takeuchi, T.; Umezawa, H.; Kondo, S.; Nakamura, T.; Iinuma, H.; Ikeda, T.; Fujii, A. (Microbial Chemistry Research Foundation); (S)-7-Guanidino-3-hydroxyheptanamide and its synthesis method. JP 1982188562 .
9 Ikeda, D.; Nakamura, T.; Fujii, A.; Umezawa, H.; Kondo, S.; Iinuma, H.; Takeuchi, T. (Microbial Chemistry Research Foundation); N-[4-(3-Aminopropyl)aminobutyl]-2,2-dihydroxyethanamide and process for its synthesis. DE 3217693; GB 2100253 .
10 Takeuchi, T.; Fujii, A.; Nakamura, T.; Umeda, Y.; Moriguchi, M.; Umezawa, H. (Nippon Kayaku Co., Ltd.; Takara Shuzo Co., Ltd.); Method for producing glyoxylspermidine and the use thereof for the production of 15-deoxy spergualin-related cpds.. DE 3506330; US 4603015 .
11 Cheng, C.C.; Zee-Cheng, R.K.-Y.; Deoxyspergualin. Drugs Fut 1987, 12, 2, 113.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(V) 10274 7-[[Amino(imino)methyl]amino]heptanoic acid C8H17N3O2 详情 详情
(VI) 10273 7-Aminoheptanoic acid 929-17-9 C7H15NO2 详情 详情
(VII) 22892 N-(4-aminobutyl)-N-(3-aminopropyl)amine; N(1)-(3-aminopropyl)-1,4-butanediamine 124-20-9 C7H19N3 详情 详情
(VIII) 22893 2,2-diethoxyacetic acid C6H12O4 详情 详情
(IX) 10270 7-[[Amino(imino)methyl]amino]heptanamide C8H18N4O 详情 详情
(X) 10271 N-[4-[(3-Aminopropyl)amino]butyl]-2,2-dihydroxyacetamide C9H21N3O3 详情 详情
Extended Information