Fmoc-Gly-OH → L-Phenylalanine

HRID 1441192

反応式

HRID 1441192 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:70]([OH:72])=[O:71])[CH2:63][C:64]1[CH:69]=[CH:68][CH:67]=[CH:66][CH:65]=1.[NH:90](C(OCC1C2C(=CC=CC=2)C2C1=CC=CC=2)=O)[C@H:91]([C:102]([OH:104])=[O:103])[CH2:92][C:93]1[C:101]2[C:96](=[CH:97][CH:98]=[CH:99][CH:100]=2)[NH:95][CH:94]=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.[NH2:61][C@H:62]([C:70]([OH:72])=[O:71])[CH2:63][C:64]1[CH:69]=[CH:68][CH:67]=[CH:66][CH:65]=1.[NH2:90][C@H:91]([C:102]([OH:104])=[O:103])[CH2:92][C:93]1[C:101]2[C:96](=[CH:97][CH:98]=[CH:99][CH:100]=2)[NH:95][CH:94]=1

参加物

9

反応物 6

HCID 93124Fmoc-Gly-OHHCID 978331Fmoc-phenylalanineHCID 978343Fmoc-L-tryptophanHCID 978356(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-phenylpropanoic acidHCID 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 3

HCID 6140L-PhenylalanineHCID 6305L-TryptophanHCID 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-Phe-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 1.01 (1), Gly 0.99 (1), MePhe 1.06 (1), Ahx 1.02 (1), Trp 1.06 (1), Phe 0.94 (1), NH3 0.82. MS (FAB): m/e 931 (M-H)-.

出典と根拠

ORDレコード
ord-cb08aa5f47424d19ac33ed09291c68ca
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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