Sodium borohydride → N-(2,6-dichlorobenzoyl)-4-[2-(hydroxymethyl)phenyl]-L-phenylalanine methyl ester

HRID 24647ノート

反応式

HRID 24647 の反応式
[BH4-].[Na+].[CH3:3][O:4][C:5](=[O:33])[C@H:6]([CH2:18][C:19]1[CH:24]=[CH:23][C:22]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=2[CH:31]=[O:32])=[CH:21][CH:20]=1)[NH:7][C:8](=[O:17])[C:9]1[C:14]([Cl:15])=[CH:13][CH:12]=[CH:11][C:10]=1[Cl:16]>CO>[CH3:3][O:4][C:5](=[O:33])[C@H:6]([CH2:18][C:19]1[CH:24]=[CH:23][C:22]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=2[CH2:31][OH:32])=[CH:21][CH:20]=1)[NH:7][C:8](=[O:17])[C:9]1[C:10]([Cl:16])=[CH:11][CH:12]=[CH:13][C:14]=1[Cl:15]

参加物

4

反応物 2

HCID 4311764Sodium borohydrideHCID 54369932N-(2,6-Dichlorobenzoyl)-4-(2-formylphenyl)-L-phenylalanine methyl ester

生成物 1

HCID 53694008N-(2,6-dichlorobenzoyl)-4-[2-(hydroxymethyl)phenyl]-L-phenylalanine methyl ester収率 103.9%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

NaBH4 (21 mg) was added to a solution of N-(2,6-dichlorobenzoyl)-4-(2-formylphenyl)-L-phenylalanine methyl ester (0.23 g) in MeOH (5 mL) and the mixture was stirred at room temperature for 3 h. The reaction was quenched with acetone and the mixture was evaporated. The residue was partitioned between EtOAc and water. The EtOAc layer was dried (MgSO4) and evaporated to yield N-(2,6-dichlorobenzoyl)-4-[2-(hydroxymethyl)phenyl]-L-phenylalanine methyl ester (0.24 g). ESMS: m/z 480 ([M+Na]+).

後処理

  1. customThe reaction was quenched with acetone
  2. customthe mixture was evaporated
  3. customThe residue was partitioned between EtOAc and water
  4. dry with materialThe EtOAc layer was dried (MgSO4)
  5. customevaporated

出典と根拠

ORDレコード
ord-75ae478bd80e476b9173572378913963
出典データセット
uspto-grants-2005_02
特許番号
US06855843B2

反応ノート

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