Dichloromethane → N-benzyl-O-benzyl-D-serinamide

HRID 534674

反応式

HRID 534674 の反応式
[CH2:1]([NH:8][C:9](=[O:28])[C@@H:10]([CH2:19][O:20][CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[NH:11]C(OC(C)(C)C)=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.ClCCl.FC(F)(F)C(O)=O.[OH-].[Na+]>O>[CH2:1]([NH:8][C:9](=[O:28])[C@@H:10]([CH2:19][O:20][CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[NH2:11])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

6

反応物 4

HCID 6344DichloromethaneHCID 6422Trifluoroacetic acidHCID 14798Sodium HydroxideHCID 7216909N-benzyl-O-benzyl-N2-Boc-D-serinamide

生成物 1

HCID 67082833N-benzyl-O-benzyl-D-serinamide収率 93%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To a solution of N-benzyl-O-benzyl-N2-Boc-D-serinamide (16 g) and dichloromethane (80 mL), trifluoroacetic acid (80 mL) was added. The solution was stirred for 2 hours and the reaction was monitored for completion of reaction. The solution was concentrated under vacuum to obtain solid which was dissolved in water. The aqueous solution was basified to pH 8-10 with 5% sodium hydroxide and was extracted with ethyl acetate. The organic layer was separated and washed with a brine solution. The organic layer was concentrated under vacuum to obtain an oily residue 11 g of N-benzyl-O-benzyl-D-serinamide.

後処理

  1. customthe reaction was monitored for completion of reaction
  2. concentrationThe solution was concentrated under vacuum
  3. customto obtain solid which
  4. extractionwas extracted with ethyl acetate
  5. customThe organic layer was separated
  6. washwashed with a brine solution
  7. concentrationThe organic layer was concentrated under vacuum

出典と根拠

ORDレコード
ord-890a981e1f84428a901e3d86c71b343c
出典データセット
uspto-grants-2014_10
特許番号
US08853439B2

関連ノート

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