N-Isoamyl-N-(6-hydroxy naphthalene-2-sulfonyl)-D-valine tert-butyl ester → N-Isoamyl-N-(6-hydroxy naphthalene-2-sulfonyl)-D-valine

HRID 77319ノート

反応式

HRID 77319 の反応式
C([O:5][C:6](=[O:31])[C@@H:7]([CH:28]([CH3:30])[CH3:29])[N:8]([CH2:23][CH2:24][CH:25]([CH3:27])[CH3:26])[S:9]([C:12]1[CH:21]=[CH:20][C:19]2[C:14](=[CH:15][CH:16]=[C:17]([OH:22])[CH:18]=2)[CH:13]=1)(=[O:11])=[O:10])(C)(C)C>Cl.C(OCC)(=O)C>[CH2:23]([N:8]([S:9]([C:12]1[CH:21]=[CH:20][C:19]2[C:14](=[CH:15][CH:16]=[C:17]([OH:22])[CH:18]=2)[CH:13]=1)(=[O:11])=[O:10])[C@@H:7]([C:6]([OH:31])=[O:5])[CH:28]([CH3:30])[CH3:29])[CH2:24][CH:25]([CH3:27])[CH3:26]

参加物

4

反応物 1

HCID 67155390N-Isoamyl-N-(6-hydroxy naphthalene-2-sulfonyl)-D-valine tert-butyl ester

生成物 1

HCID 67155085N-Isoamyl-N-(6-hydroxy naphthalene-2-sulfonyl)-D-valine収率 90%

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid溶媒HCID 8857Ethyl Acetate溶媒

実験手順

N-Isoamyl-N-(6-hydroxy naphthalene-2-sulfonyl)-D-valine tert-butyl ester (0.33 g, 0.74 mmol) is dissolved in 4 N hydrochloric acid in ethyl acetate (50 mL), and the reaction is allowed to stir at ambient temperature for 16 h. The solvent is removed in vacuo, and the residue is purified by column chromatography (15% hexanes-ethyl acetate) to afford the title compound as a colorless oil (0.26 g, 90% yield). LCMS (m/z): (394.24, M+1; 392.27, M−1).

後処理

  1. customThe solvent is removed in vacuo
  2. customthe residue is purified by column chromatography (15% hexanes-ethyl acetate)

出典と根拠

ORDレコード
ord-a3b6b420b2a94a34aed015fcc350f7fa
出典データセット
uspto-grants-2014_09
特許番号
US08841291B2

反応ノート

読み込み中…