Benzyl (3-chloro-3-oxopropyl)carbamate → L-Lysine, 4-oxo-

HRID 1698875노트

반응식

HRID 1698875 반응식
[NH:1](C(OC(C)(C)C)=O)[C@H:2]([C:6]([O:8]C)=[O:7])[CH2:3][Zn]I.[NH:17](C(OCC1C=CC=CC=1)=O)[CH2:18][CH2:19][C:20](Cl)=[O:21]>>[O:21]=[C:20]([CH2:19][CH2:18][NH2:17])[CH2:3][C@@H:2]([C:6]([OH:8])=[O:7])[NH2:1]

참가 물질

3

반응물 2

HCID 13375984Benzyl (3-chloro-3-oxopropyl)carbamateHCID 178501479HCID 178501479, 화합물

생성물 1

HCID 45082345L-Lysine, 4-oxo-

실험 절차

Boc-L-Ala(ZnI)-OMe is reacted with Z-beta-Ala-Cl under conditions described in J. Org Chem 57, 1992, pp 3397-3404 to give a protected 4-keto-L-lysine which is then dissolved in DCM and treated with DAST to yield protected 4,4-difluoro-L-lysine. The epsilon carbobenzoxy protecting group is then removed under catalytic hydrogenolysis conditions. The resulting compound is reacted with methyl acetimidate hydrochloride to yield the epsilon amidine which was then reacted with 2 N HCl to give the title compound.

출처 및 근거

ORD 기록
ord-dd15f6fdec0b4ce8bf43104a5e76be03
출처 데이터셋
uspto-grants-2002_02
특허 번호
US06344483B1

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