Vinyl hexanoate → (2R)-2-t-Butoxycarbonylamino-3-n-hexanoyloxy-2-methyl-1-propanol

HRID 604542

반응식

HRID 604542 반응식
[C:1]([O:5][C:6]([NH:8][C:9]([CH3:14])([CH2:12][OH:13])[CH2:10][OH:11])=[O:7])([CH3:4])([CH3:3])[CH3:2].[C:15](OC=C)(=[O:21])[CH2:16][CH2:17][CH2:18][CH2:19][CH3:20]>C(OC(C)C)(C)C>[C:1]([O:5][C:6]([NH:8][C@@:9]([CH3:14])([CH2:10][O:11][C:15](=[O:21])[CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])[CH2:12][OH:13])=[O:7])([CH3:4])([CH3:3])[CH3:2]

참가 물질

4

반응물 2

HCID 76451Vinyl hexanoateHCID 11593669tert-butyl N-(1,3-dihydroxy-2-methylpropan-2-yl)carbamate

생성물 1

HCID 11630856(2R)-2-t-Butoxycarbonylamino-3-n-hexanoyloxy-2-methyl-1-propanol수율 85%

시약·촉매·용매 1

HCID 7914Diisopropyl Ether용매

실험 절차

2-t-Butoxycarbonylamino-2-methylpropane-1,3-diol (20.0 g, 97.4 mmol) was suspended in isopropyl ether (200 mL), and 16.3 mL (0.100 mol) of vinyl hexanoate and lipase [Immobilized lipase from Pseudomonas sp., manufactured by TOYOBO Co., Inc., 0.67 U/mg] (0.8 g) were added thereto, followed by stirring of the mixture at room temperature for 2 hours. After the reaction mixture was filtered, the filtrate was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate, 10:1-2:1) to obtain the title compound (25.0 g, yield: 85%).

후처리

  1. filtrationAfter the reaction mixture was filtered
  2. customthe filtrate was evaporated under reduced pressure
  3. customThe residue was purified by silica gel column chromatography (hexane:ethyl acetate, 10:1-2:1)

출처 및 근거

ORD 기록
ord-9df03cb677fb42c9ab8f18c93aed3d00
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07910617B2

연결된 노트

불러오는 중…