Benzyl Bromide → 6-benzyl-3-benzyloxycarbonylamino-4-oxo-4,6,7,8-tetrahydro-pyrrolo[1,2-a]pyrimidine-6-carboxylic Acid tert-butyl Ester

HRID 10977노트

반응식

[C:1]([O:5][C:6]([C:8]1([CH3:29])[N:12]2[C:13](=[O:28])[C:14]([NH:17][C:18]([O:20][CH2:21][C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)=[O:19])=[CH:15][N:16]=[C:11]2[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C(OC(NC1C(=O)N2[C@H](C(OC(C)(C)C)=O)CCC2=NC=1)=O)[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1.C(Br)C1C=CC=CC=1>>[C:1]([O:5][C:6]([C:8]1([CH2:29][C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[N:12]2[C:13](=[O:28])[C:14]([NH:17][C:18]([O:20][CH2:21][C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)=[O:19])=[CH:15][N:16]=[C:11]2[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

참가 물질

반응물 3

HCID 7498Benzyl Bromide

HCID 54224046tert-Butyl (S)-3-{[(benzyloxy)carbonyl]amino}-4-oxo-4,6,7,8-tetrahydropyrrolo[1,2-a]pyrimidine-6-carboxylate

HCID 696008793-benzyloxycarbonylamino-6-methyl-4-oxo-4,6,7,8-tetrahydro-pyrrolo[1,2-a]pyrimidine-6-carboxylic Acid tert-butyl Ester

생성물 1

HCID 696010146-benzyl-3-benzyloxycarbonylamino-4-oxo-4,6,7,8-tetrahydro-pyrrolo[1,2-a]pyrimidine-6-carboxylic Acid tert-butyl Ester수율 55%

실험 절차

According to the procedure for the preparation of intermediate 19a, alkylation of intermediate 1g (250 mg, 0.649 mmol) with benzyl bromide afforded 170 mg (55%) of intermediate 21a. MS (ESI) 476.5 (M+H+), 498.5 (M+Na+).

출처 및 근거

ORD 기록: ord-4b16c628544f4f00817a94976294639b
출처 데이터셋: uspto-grants-2006_08
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US07094783B2

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