1-Hydroxybenzotriazole → Boc-Glu(OtBu)-Ser(tBu)-Asn-Gly

HRID 2407054ノート

反応式

HRID 2407054 の反応式
C1C=CC2N([OH:10])N=NC=2C=1.[NH:11]1CCC[CH2:13][CH2:12]1.C[N:18]([CH:20]=[O:21])[CH3:19].[NH:22]([C:31](OCC1C2C(=CC=CC=2)C2C1=CC=CC=2)=[O:32])[C@H:23]([C:28]([OH:30])=[O:29])CC(=O)N.[NH:48]([C:59]([O:61]CC1C2C(=CC=CC=2)C2C1=CC=CC=2)=O)[C@H:49](C(O)=O)[CH2:50][O:51][C:52]([CH3:55])([CH3:54])[CH3:53].[NH:76]([C:90]([O:92][C:93]([CH3:96])([CH3:95])[CH3:94])=[O:91])[C@H:77](C(O)=O)[CH2:78][CH2:79][C:80](=[O:86])[O:81][C:82]([CH3:85])([CH3:84])[CH3:83]>CN(C=O)C>[NH:76]([C:90]([O:92][C:93]([CH3:94])([CH3:95])[CH3:96])=[O:91])[C@H:77]([C:59]([NH:48][C@H:49]([C:20]([NH:18][C@H:19]([C:31]([NH:22][CH2:23][C:28]([OH:30])=[O:29])=[O:32])[CH2:13][C:12](=[O:10])[NH2:11])=[O:21])[CH2:50][O:51][C:52]([CH3:53])([CH3:54])[CH3:55])=[O:61])[CH2:78][CH2:79][C:80](=[O:86])[O:81][C:82]([CH3:83])([CH3:84])[CH3:85]

参加物

7

反応物 5

HCID 757711-HydroxybenzotriazoleHCID 2724633N-(9-Fluorenylmethoxycarbonyl)-O-tert-butylserineHCID 2724774FMOC-L-asparagineHCID 6993432(2S)-5-(tert-butoxy)-2-{[(tert-butoxy)carbonyl]amino}-5-oxopentanoic acidHCID 23501187piperidine N,N-dimethylformamide

生成物 1

HCID 131731781Boc-Glu(OtBu)-Ser(tBu)-Asn-Gly

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
25 °C

実験手順

An amino acid whose amino group had been protected, HOBt (67.6 mg, 0.50 mmol), and DIPCI (77.0 μL, 63.1 mg, 0.50 mmol) were dissolved in DMF (2 mL), and the obtained solution was then activated for 15 minutes. Thereafter, the solution was placed in the solid-phase synthesis column. After stirring at 25° C. for 1 hour, the Fmoc group was treated with a 20% piperidine/DMF solution (2 mL) for 20 minutes for deprotection. These operations were repeated, so that amino acids were successively condensed. As the protected amino acids, Fmoc-Asn (177.2 mg, 0.50 mmol), Fmoc-Ser(tBu) (191.6 mg, 0.50 mmol), and Boc-Glu(OtBu) (151.6 mg, 0.50 mmol) were used. On the solid-phase resin, a 4-residue peptide having a protecting group, Boc-Glu(OtBu)-Ser(tBu)-Asn-Gly (SEQ ID NO: 33), was obtained.

後処理

  1. customThereafter, the solution was placed in the solid-phase synthesis column
  2. customcondensed

出典と根拠

ORDレコード
ord-3d20b491acde4ba49a4f3deaecaa6d6b
出典データセット
uspto-grants-2014_08
特許番号
US08809258B2

反応ノート

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