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

HRID 24647노트

반응식

HRID 24647 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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]+).

후처리

  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

출처 및 근거

ORD 기록
ord-75ae478bd80e476b9173572378913963
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06855843B2

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