Dimethylformamide → Fmoc-leucine

HRID 10158

反応式

HRID 10158 の反応式
[C:1]([N:18](CC(C)C)[CH2:19][C:20]([OH:22])=[O:21])([O:3][CH2:4][CH:5]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11]2[C:6]1=[CH:7][CH:8]=[CH:9][CH:10]=2)=[O:2].S(Cl)(Cl)=O.CN(C=O)C>ClCl>[NH:18]([C:1]([O:3][CH2:4][CH:5]1[C:6]2[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=2)[C:12]2[C:17]1=[CH:16][CH:15]=[CH:14][CH:13]=2)=[O:2])[C@H:19]([C:20]([OH:22])=[O:21])[CH2:4][CH:5]([CH3:17])[CH3:6]

参加物

5

反応物 3

HCID 6228DimethylformamideHCID 24386Thionyl ChlorideHCID 11727923Glycine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-N-(2-methylpropyl)-

生成物 1

HCID 1549133Fmoc-leucine

試薬・触媒・溶媒 1

HCID 24526Chlorine溶媒

実験手順

FMOC-Leu*-Cl was prepared by dissolving FMOC-N-isobutylglycine (150 mg, 0.42 mmol) in CH2 Cl2 (2.8 mL), and adding thionyl chloride (309 μL, 4.2 mmol) and 3 μL DMF (0.04 mmol). The reaction mixture was stirred for 5 hours and concentrated in vacuo, repeatedly dissolving in CH2 Cl2 (3××) to provide FMOC-Leu*-Cl as a colorless oil (146 mg, 92%): IR (cm−1) -1804, 1720, 1715. FMOC-Phe*-Cl was similarly prepared.

後処理

  1. customFMOC-Leu*-Cl was prepared
  2. concentrationconcentrated in vacuo
  3. dissolutionrepeatedly dissolving in CH2 Cl2 (3××)

出典と根拠

ORDレコード
ord-6f32846c3f30491a999c9981e0eac7a6
出典データセット
uspto-grants-2006_08
特許番号
US07094758B2

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