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

HRID 2387790ノート

反応式

HRID 2387790 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 ml) 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-997b1e34ac4646178d2a8f005f1bbd5d
出典データセット
uspto-grants-2012_09
特許番号
US08268990B2

反応ノート

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