Fmoc-Gly-OH → L-Phenylalanine

HRID 1441191

反応式

HRID 1441191 の反応式
[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]

参加物

10

反応物 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

生成物 4

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

実験手順

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)-.

出典と根拠

ORDレコード
ord-52bc2b38e78540d6a794024196a29814
出典データセット
uspto-grants-1996_03
特許番号
US05502164

関連ノート

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