ethyl N-(2,3-dihydro-1H-inden-5-ylsulfonyl)carbamate -Drug Synthesis Database

【结构式】

【分子编号】12033

【品名】ethyl N-(2,3-dihydro-1H-inden-5-ylsulfonyl)carbamate

【CA登记号】

【分子式】C₁₂H₁₅NO₄S

【分子量】269.32144

【元素组成】C 53.52% H 5.61% N 5.2% O 23.76% S 11.91%

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：(II)

1) 5-Indansulfonamide (I) is converted to ethyl N-(5-indansulfonyl)carbamate (II) with ethyl chloroformate and potassium carbonate in refluxing 2-butanone, which is then reacted with 4-chloroaniline (III) in toluene at reflux to provide sulofenur. 2) Alternatively, (I) can be converted to its anion with NaOH in aqueous acetone, then reacted with 4-chlorophenylisocyanate (IV) to give sulofenur directly.

参考文献中间体

合成目标

【1】 Grindey, G.B.; Indentification of diarylsulfonylureas as novel anticancer drugs. Proc Amer Assoc Cancer Res 1988, 29, 553-6.
【2】 Grossman, C.S.; Kramer, K.E.; Crowell, T.A.; Grindey, G.B.; Rieder, B.J.; Rinzel, S.M.; Harper, R.W.; Howbert, J.J.; Tao, E.V.; Aikins, J.; Shaw, W.N.; Poore, G.A.; Todd, G.C.; Novel agents effective against solid tumors: The diarylsulfonylureas. Synthesis, activities and analysis of quantitative structure-activity relationships. J Med Chem 1990, 33, 9, 2393-407.
【3】 Howbert, J.J.; Sulofenur. Drugs Fut 1991, 16, 6, 517.

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)	12032	5-Indanesulfonamide	35203-93-1	C₉H₁₁NO₂S	详情	详情
(II)	12033	ethyl N-(2,3-dihydro-1H-inden-5-ylsulfonyl)carbamate		C₁₂H₁₅NO₄S	详情	详情
(III)	12034	4-Chlorophenylamine; 4-Chloroaniline; p-Chloroaniline	106-47-8	C₆H₆ClN	详情	详情
(IV)	12035	4-chlorophenyl isocyanate; 1-Chloro-4-isocyanatobenzene; p-Chlorophenyl isocyanate	104-12-1	C₇H₄ClNO	详情	详情

Extended Information