Fmoc-Gly-OH → L-Phenylalanine

HRID 1441191

반응식

HRID 1441191 반응식
[C:1]([N:18](C)[C@H:19]([C:27]([OH:29])=[O:28])[CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)(OCC1C2C(=CC=CC=2)C2C1=CC=CC=2)=O.N(C(OCC1C2C(=CC=CC=2)C2C1=CC=CC=2)=O)[C@@H](C(O)=O)CC(=O)OC(C)(C)C.[NH:61](C(OCC1C2C(=CC=CC=2)C2C1=CC=CC=2)=O)[C@H:62]([C:67]([OH:69])=[O:68])[C@H:63]([CH2:65][CH3:66])[CH3:64].[NH:87](C(OCC1C2C(=CC=CC=2)C2C1=CC=CC=2)=O)[C@H:88]([C:99]([OH:101])=[O:100])[CH2:89][C:90]1[C:98]2[C:93](=[CH:94][CH:95]=[CH:96][CH:97]=2)[NH:92][CH:91]=1.N(C(OCC1C2C(=CC=CC=2)C2C1=CC=CC=2)=O)CC(O)=O.N(C(OCC1C2C(=CC=CC=2)C2C1=CC=CC=2)=O)[C@H](C(O)=O)CCCC>>[NH:18]([CH3:1])[C@H:19]([C:27]([OH:29])=[O:28])[CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.[NH2:18][C@H:19]([C:27]([OH:29])=[O:28])[CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.[NH2:87][C@H:88]([C:99]([OH:101])=[O:100])[CH2:89][C:90]1[C:98]2[C:93](=[CH:94][CH:95]=[CH:96][CH:97]=2)[NH:92][CH:91]=1.[NH2:61][C@H:62]([C:67]([OH:69])=[O:68])[C@H:63]([CH2:65][CH3:66])[CH3:64]

참가 물질

10

반응물 6

HCID 93124Fmoc-Gly-OHHCID 978343Fmoc-L-tryptophanHCID 978356(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-phenylpropanoic acidHCID 2724629N-Fmoc-L-isoleucineHCID 7009636(2S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)hexanoic acidHCID 70188164-tert-Butyl N-((9H-Fluoren-9-ylmethoxy)carbonyl)-D-aspartate

생성물 4

HCID 6140L-PhenylalanineHCID 6305L-TryptophanHCID 6306L-IsoleucineHCID 6951135N-Methylphenylalanine

실험 절차

By following essentially the procedure of Table 2 and sequentially coupling Fmoc-MePhe-OH, Fmoc-DAsp(OtBu)-OH, Fmoc-Ile-OH, Fmoc-Trp-OH, Fmoc-Gly-OH, Fmoc-Ahx-OH and Hpa-OSu, the title compound was prepared. Amino Acid analysis following acid decomposition gave Asp 0.96 (1), Gly 1.04 (1), Ile 0.96 (1), MePhe 1.07 (1), Ahx 0.98 (1), Trp 0.61 (1), NH3 0.89. MS (FAB): m/e 895 (M-H)-.

출처 및 근거

ORD 기록
ord-52bc2b38e78540d6a794024196a29814
출처 데이터셋
uspto-grants-1996_03
특허 번호
US05502164

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