Sodium Chloride → O-Benzyl-N-benzyloxycarbonyltyrosinol

HRID 1090566

反応式

HRID 1090566 の反応式
CO[C:3](=[O:31])[C@H:4]([CH2:16][C:17]1[CH:22]=[CH:21][C:20]([OH:23])=[CH:19][C:18]=1CC1C=CC=CC=1)[NH:5][C:6]([O:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=[O:7].[Cl-].[Li+].[BH4-].[Na+].[Cl-].[Na+]>C(O)C.O1CCCC1>[CH2:9]([O:23][C:20]1[CH:19]=[CH:18][C:17]([CH2:16][C@@H:4]([CH2:3][OH:31])[NH:5][C:6]([O:8][CH2:9][C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=2)=[O:7])=[CH:22][CH:21]=1)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

参加物

7

反応物 4

HCID 5234Sodium ChlorideHCID 433294Lithium ChlorideHCID 4311764Sodium borohydrideHCID 569822550-benzyl-N-benzyloxycarbonyltyrosine methyl ester

生成物 1

HCID 22863341O-Benzyl-N-benzyloxycarbonyltyrosinol収率 199.8%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

27.25 g of 0-benzyl-N-benzyloxycarbonyltyrosine methyl ester was dissolved in a mixed solvent of 185 ml of ethanol and 122 ml of tetrahydrofuran, and to the solution were added 5.8 g of lithium chloride and 5.2 g of sodium borohydride under ice cooling. The reaction mixture was stirred at a room temperature for 18 hours, and after the addition of 500 ml of saturated sodium chloride aqueous solution, extracted twice with 300 ml of chloroform. The extract was dried over magnesium sulfate and concentrated under a reduced pressure to obtain 25.4 g of the title compound as colorless crystals

後処理

  1. extractionextracted twice with 300 ml of chloroform
  2. dry with materialThe extract was dried over magnesium sulfate
  3. concentrationconcentrated under a reduced pressure

出典と根拠

ORDレコード
ord-008fda4f17e2455288691e97ce00afba
出典データセット
uspto-grants-1992_01
特許番号
US05081246

関連ノート

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