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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 917303생성일: 2026년 10월 25일

Dimethylformamide → Benzo[b]thiophene-2-carboxylic acid [1-(2-phenyl-1(r)-{2-[4-(thiophen-2-yl-acetyl)-piperazin-1-yl]-ethylcarbamoyl}-ethylcarbamoyl)-cyclopentyl]-amide

https://huagongshe.com/reaction/917303

반응식

참여 물질

역할이름HCID투입량
반응물DimethylformamideHCID 6228—
반응물N-(Benzyloxycarbonyl)-D-phenylalanineHCID 675678—
반응물Tert-butyl 4-(2-hydroxyethyl)piperazine-1-carboxylateHCID 735736—
반응물2-Benzo[b]thiophen-2-yl-3-oxa-1-azaspiro[4.4]-non-1-en-4-oneHCID 17979617—
용매DichloromethaneHCID 6344—
생성물Benzo[b]thiophene-2-carboxylic acid [1-(2-phenyl-1(r)-{2-[4-(thiophen-2-yl-acetyl)-piperazin-1-yl]-ethylcarbamoyl}-ethylcarbamoyl)-cyclopentyl]-amideHCID 10233505—

반응 단계

Analogously to Example 95) 4-[2-2(R)-amino-3-phenyl-propionylamino)-ethyl]-piperazine-1-carboxylic acid tert-butyl ester (obtained starting from Z-D-phenylalanine and N-Boc-4-hydroxyethylpiperazine by reactions and couplings widely described in literature and in part already reported in previous examples) (100 mg, 0.26 mmol) and 2-benzo[b]thiophen-2-yl-3-oxa-1-azaspiro[4.4]-non-1-en-4-one (72 mg, 0.26 mmol) are caused to react in DMF to yield a product which is deprotected and subsequently acylated with thiophen-2-yl-acethyl chloride in CH2Cl2 (as described in Example 94 and purified by flash chromatography using AcOEt as the eluent. 69 mg (0.10 mmol) of benzo[b]thiophene-2-carboxylic acid [1-(2-phenyl-1(R)-{2-[4-(thiophen-2-yl-acetyl)-piperazin-1-yl]-ethylcarbamoyl}-ethylcarbamoyl)-cyclopentyl]-amide are so obtained.

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US07273856B2
출처 데이터셋uspto-grants-2007_09
ORD IDord-c3137d8dd92b41baa88d8d5c6c393f40
출처 메모uspto-grants-2007_09