Isobutyl chloroformate → N[(1,1-dimethylethoxy)carbonyl]-2,6-dimethyltyrosyl-N-(3-phenyl propyl)-Nalpha-(2-propenyl)-D-alaninamide

참여 물질

역할	이름	HCID	투입량
반응물	Isobutyl chloroformate	HCID 62365	—
반응물	(S)-2-tert-Butoxycarbonylamino-3-(4-hydroxy-2,6-dimethyl-phenyl)-propionic acid	HCID 13656657	—
반응물	N-Allyl-(D)-alanylphenylpropylamide	HCID 178457507	—
반응물	Alanyl-phenylpropylamide	HCID 178462169	—
용매	Dimethylformamide	HCID 6228	—
용매	Dichloromethane	HCID 6344	—
생성물	N[(1,1-dimethylethoxy)carbonyl]-2,6-dimethyltyrosyl-N-(3-phenyl propyl)-Nalpha-(2-propenyl)-D-alaninamide	HCID 10347146	—

반응 단계

N-Allyl-(D)-alanylphenylpropylamide (5.00 g, 20.3 mmol) replaced (D) alanyl-phenylpropylamide in the mixed anhydride synthesis described in Example 2. It was reacted using Boc-2,6-dimethyl-tyrosine (6.28 g, 20.3 mmol) N-methyl morpholine (2.05 g, 20.3 mmol) and isobutylchloroformate (2.77 g, 20.3 mmol). Dimethylformamide replaced CH2Cl2 as the solvent. The reaction mixture was worked up as in Example 2 and the resultant oil (10.62 g) was purified by column chromatography on Woelm silica eluting with 3 to 5% methanol-methylene chloride and the diasteromers were separated:

출처 및 근거

DOI	10.6084/m9.figshare.5104873.v1
특허 번호	US04760180
출처 데이터셋	uspto-grants-1988_07
ORD ID	ord-889687da4198447f8366425a651885d4
출처 메모	uspto-grants-1988_07