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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 1242845생성일: 2026년 10월 24일

L-(+)-Cysteine → 2(R)-(9H-fluoren-9-ylmethoxycarbonylamino)-3-tritylsulfanyl-propionic acid tert-butyl ester

https://huagongshe.com/ko/reaction/1242845

반응식

참여 물질

역할이름HCID투입량
반응물L-(+)-CysteineHCID 5862—
반응물tert-ButanolHCID 6386—
반응물DicyclohexylcarbodiimideHCID 10868—
반응물N-((9H-Fluoren-9-ylmethoxy)carbonyl)-S-(triphenylmethyl)-L-cysteineHCID 128239—
촉매4-(Dimethylamino)pyridineHCID 14284—
용매TetrahydrofuranHCID 8028—
생성물2(R)-(9H-fluoren-9-ylmethoxycarbonylamino)-3-tritylsulfanyl-propionic acid tert-butyl esterHCID 11467857—

반응 단계

In one incarnation of the present invention, as illustrated below, the cysteine derivative is 2(R)-(benzhydrylidene-amino)-3-tritylsulfanyl-propionic acid tert-butyl ester. 2(R)-(Benzhydrylidene-amino)-3-tritylsulfanyl-propionic acid tert-butyl ester can be formed by the following process: (1) 2(R)-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-tritylsulfanyl-propionic acid (i.e., (R)-cysteine with Fmoc a protected amino group and with a trityl protected —SH group), is reacted with t-butyl alcohol and dicyclohexyl carbodiimide (DCC) in 4-(dimethylamino)pyridine (DMAP) and tetrahydrofuran (THF) at room temperature to form 2(R)-(9H-fluoren-9-ylmethoxycarbonylamino)-3-tritylsulfanyl-propionic acid tert-butyl ester; (2) the Fmoc group is removed from the 2(R)-(9H-fluoren-9-ylmethoxycarbonylamino)-3-tritylsulfanyl-propionic acid tert-butyl ester using either diethylamine in dichloromethane or piperidine in dichloromethane to form 2(R)-amino-3-tritylsulfanyl-propionic acid tert-butyl ester; and (3) the 2(R)-amino-3-tritylsulfanyl-propionic acid tert-butyl ester is reacted with benzhydrylideneamine in dichloromethane at room temperature to form 2(R)-(benzhydrylidene-amino)-3-tritylsulfanyl-propionic acid tert-butyl ester.

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US07115769B2
출처 데이터셋uspto-grants-2006_10
ORD IDord-df73c9e596ee4cf39649503178edd46d
출처 메모uspto-grants-2006_10