Sodium cyanoborohydride → Tert-butyl {3-[2-(1-hydroxy-1-propylbutyl)phenylamino]-1,1-dimethylpropyl}carbamate

HRID 2223121ノート

反応式

HRID 2223121 の反応式
C([BH3-])#N.[Na+].[NH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[C:12]([OH:19])([CH2:16][CH2:17][CH3:18])[CH2:13][CH2:14][CH3:15].[CH3:20][C:21]([NH:26][C:27](=[O:33])[O:28][C:29]([CH3:32])([CH3:31])[CH3:30])([CH3:25])[CH2:22][CH:23]=O>CO.CC(O)=O.CCOC(C)=O>[C:29]([O:28][C:27](=[O:33])[NH:26][C:21]([CH3:25])([CH3:20])[CH2:22][CH2:23][NH:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[C:12]([OH:19])([CH2:16][CH2:17][CH3:18])[CH2:13][CH2:14][CH3:15])([CH3:32])([CH3:31])[CH3:30]

参加物

7

反応物 3

HCID 5003444Sodium cyanoborohydrideHCID 11788901tert-butyl N-(2-methyl-4-oxobutan-2-yl)carbamateHCID 210728384-(2-Aminophenyl)heptan-4-ol

生成物 1

HCID 86600980Tert-butyl {3-[2-(1-hydroxy-1-propylbutyl)phenylamino]-1,1-dimethylpropyl}carbamate

試薬・触媒・溶媒 3

HCID 176Acetic Acid溶媒HCID 887Methanol溶媒HCID 8857Ethyl Acetate溶媒

実験手順

1.40 g (22.27 mmol) of sodium cyanoborohydride is added to a solution of 3.10 g (14.05 mmol) of 4-(2-aminophenyl)heptan-4-ol and 3.60 g (17.88 mmol) of tert-butyl (1,1-dimethyl-3-oxopropyl)carbamate in MeOH (40 mL) and AcOH (6 mL). The mixture is stirred for 16 hours at RT, diluted with EtOAc, and washed with 0.5 M aqueous KHSO4 and saturated aqueous NaCl, dried with sodium sulfate, and evaporated down in vacuo. The crude product is used in the next reaction step without any further purification. Yield: 6.00 g (quantitative yield).

後処理

  1. washwashed with 0.5 M aqueous KHSO4 and saturated aqueous NaCl
  2. dry with materialdried with sodium sulfate
  3. customevaporated down in vacuo
  4. customThe crude product is used in the next reaction step without any further purification

出典と根拠

ORDレコード
ord-04cc95a95923471ea3f38993d19e9608
出典データセット
uspto-grants-2008_05
特許番号
US07375104B2

反応ノート

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