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

HRID 1867329ノート

反応式

HRID 1867329 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>[OH:19][C:12]([C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=1[NH:5][CH2:23][CH2:22][C:21]([NH:26][C:27](=[O:33])[O:28][C:29]([CH3:32])([CH3:31])[CH3:30])([CH3:25])[CH3:20])([CH2:16][CH2:17][CH3:18])[CH2:13][CH2:14][CH3:15]

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-b7583657aefb4139b6ff362811635af5
出典データセット
uspto-grants-2009_12
特許番号
US07632834B2

反応ノート

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