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Sodium borohydride → HCID 21902127、化合物

HRID 1398457
ノート
印刷プレビュー

反応式

HRID 1398457 の反応式
[C:1]([O:5][C:6]([NH:8][CH:9]([CH2:15][CH:16]([CH3:21])[C:17]([F:20])([F:19])[F:18])[C:10](OCC)=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2].[BH4-].[Na+]>C(O)C>[F:18][C:17]([F:19])([F:20])[CH:16]([CH3:21])[CH2:15][CH:9]([NH:8][C:6](=[O:7])[O:5][C:1]([CH3:2])([CH3:4])[CH3:3])[CH2:10][OH:11]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 4311764Sodium borohydrideHCID 86710432Ethyl 2-((tert-butoxycarbonyl)amino)-5,5,5-trifluoro-4-methylpentanoate

生成物 1

HCID 21902127HCID 21902127、化合物収率 92.4%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To the solution of ethyl 2-((tert-butoxycarbonyl)amino)-5,5,5-trifluoro-4-methylpentanoate (500 mg, 1.596 mmol) in ethanol (2 mL) at 0° C. was added NaBH4 (604 mg, 15.96 mmol). The reaction mixture was allowed to stir at RT for 16 h. The reaction mixture was quenched with aqueous ammonia. The solution was filter through a glass funnel and the resulting filtrate was concentrated to afford the tert-butyl (5,5,5-trifluoro-1-hydroxy-4-methylpentan-2-yl)carbamate (400 mg, 1.475 mmol, 92% crude yield) as a colorless gummy semisolid material. The material was carried on without further purification. LC/MS (ESI) m/e 172.1 [(M+H)+, calcd for C6H13F3NO 172.1] LC/MS retention time (Method A): tR=2.1 min.

後処理

  1. customThe reaction mixture was quenched with aqueous ammonia
  2. filtrationThe solution was filter through a glass funnel
  3. concentrationthe resulting filtrate was concentrated

出典と根拠

ORDレコード
ord-573503334a7648d09ed40e6422251a91
出典データセット
uspto-grants-2014_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08901305B2

反応ノート

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