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

HRID 1372910노트

반응식

HRID 1372910 반응식
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]

참가 물질

7

반응물 3

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

생성물 1

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

시약·촉매·용매 3

HCID 176Acetic Acid용매HCID 887Methanol용매HCID 8857Ethyl Acetate용매

실험 절차

1.40 g (22.27 mmol) sodium cyanoborohydride are added to a solution of 3.10 g (14.05 mmol) 4-(2-amino-phenyl)-heptan-4-ol and 3.60 g (17.88 mmol) tert-butyl (1,1-dimethyl-3-oxo-propyl)-carbamate in MeOH (40 mL) and AcOH (6 mL). The mixture is stirred for 16 h at RT, diluted with EtOAc and washed with 0.5 M aqueous KHSO4 and saturated. aqueous NaCl , dried with sodium sulphate and evaporated down i. vac. The crude product is used in the next reaction step without any further purification.

후처리

  1. washwashed with 0.5 M aqueous KHSO4
  2. dry with materialaqueous NaCl , dried with sodium sulphate
  3. customevaporated down i
  4. customThe crude product is used in the next reaction step without any further purification

출처 및 근거

ORD 기록
ord-c9288764caab4f4da0751d4ae27b02d2
출처 데이터셋
uspto-grants-2007_01
특허 번호
US07160882B2

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