Hydrochloric Acid → (S)-3-(Benzyl((S)-1-phenylethyl)amino)heptan-1-ol

HRID 1617137ノート

反応式

HRID 1617137 の反応式
[CH2:1]([N:8]([C@H:18]([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[CH3:19])[C@@H:9]([CH2:14][CH2:15][CH2:16][CH3:17])[CH2:10][C:11](O)=[O:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.B.O1CCCC1.CO.Cl>C1COCC1>[CH2:1]([N:8]([C@H:18]([C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1)[CH3:19])[C@@H:9]([CH2:14][CH2:15][CH2:16][CH3:17])[CH2:10][CH2:11][OH:12])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 2723981Borane;tetrahydrofuranHCID 68414644(S)-3-(Benzyl((S)-1-phenylethyl)amino)heptanoic acid

生成物 1

HCID 68752972(S)-3-(Benzyl((S)-1-phenylethyl)amino)heptan-1-ol収率 52.1%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

The product from step (iii) (12 g) was dissolved in THF (120 mL) and borane-tetrahydrofuran complex (1M in THF, 132.3 ml1) added dropwise. The reaction mixture was stirred at rt overnight then MeOH was added followed by 2M HCl (20 mL). The mixture was evaporated and the residue taken up in MeOH and purified via SCX resin and the residue was further purified via column chromatography eluting with 10-20% EtOAc in isohexane to give the subtitle compound 6 g.

後処理

  1. customThe mixture was evaporated
  2. custompurified via SCX resin
  3. customthe residue was further purified via column chromatography
  4. washeluting with 10-20% EtOAc in isohexane

出典と根拠

ORDレコード
ord-3b3242bb291c4f2db5c0e038618d98c9
出典データセット
uspto-grants-2014_07
特許番号
US08765939B2

反応ノート

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