홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /반응

3-Benzyl 4-ethyl 4-(but-3-enyl)-2,2-dimethyloxazolidine-3,4-dicarboxylate → 3-Benzyl 4-ethyl 2,2-dimethyl-4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butyl)oxazolidine-3,4-dicarboxylate

HRID 579505
노트
인쇄 미리보기

반응식

HRID 579505 반응식
[BH3:1].[OH:2][C:3]([C:6]([OH:9])([CH3:8])[CH3:7])([CH3:5])[CH3:4].[CH2:10]([C:14]1([C:31]([O:33][CH2:34][CH3:35])=[O:32])[CH2:18][O:17][C:16]([CH3:20])([CH3:19])[N:15]1[C:21]([O:23][CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)=[O:22])[CH2:11][CH:12]=[CH2:13]>ClCCl.C1CC=CCCC=C1.C1CC=CCCC=C1.[Cl-].[Cl-].[Ir].[Ir].C1(P(C2C=CC=CC=2)CCP(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>[CH3:19][C:16]1([CH3:20])[N:15]([C:21]([O:23][CH2:24][C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=2)=[O:22])[C:14]([CH2:10][CH2:11][CH2:12][CH2:13][B:1]2[O:9][C:6]([CH3:8])([CH3:7])[C:3]([CH3:5])([CH3:4])[O:2]2)([C:31]([O:33][CH2:34][CH3:35])=[O:32])[CH2:18][O:17]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 2

HCID 668328333-Benzyl 4-ethyl 4-(but-3-enyl)-2,2-dimethyloxazolidine-3,4-dicarboxylateHCID 178419189HCID 178419189, 화합물

생성물 1

HCID 668336053-Benzyl 4-ethyl 2,2-dimethyl-4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butyl)oxazolidine-3,4-dicarboxylate수율 65.3%

시약·촉매·용매 3

HCID 742671,2-Bis(diphenylphosphino)ethane촉매
HCID 6436381
Chloro(1,5-cyclooctadiene)iridium(I) dimer
촉매
HCID 6344Dichloromethane용매2회

실험 절차

While under an argon atmosphere, a solution of chloro(1,5-cyclooctadiene) iridium(I) dimer (15 mg, 0.022 mmol) and 1,2-bis(diphenyl-phosphino) ethane (18 mg, 0.044 mmol) in dichloromethane (5 mL) was treated with pinacol borane (225 mg, 1.76 mmol, 0.26 mL) and stirred for 15 minutes. To this mixture was added a solution of 3-benzyl 4-ethyl 4-(but-3-enyl)-2,2-dimethyloxazolidine-3,4-dicarboxylate (530 mg, 1.47 mmol) in dichloromethane (5 mL). After stirring for 19 h at room temperature the solution was concentrated and purified using a combiflash system (24 g column, eluting with 5-50% (ethyl acetate in heptanes) to give 3-benzyl 4-ethyl 2,2-dimethyl-4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butyl)oxazolidine-3,4-dicarboxylate (470 mg, 65%). 1H NMR (CDCl3) δ: 7.22 (m, 5H), 5.01 (m, 2H), 3.91 (m, 4H), 2.20-2.01 (m, 1H), 1.75 (m, 1H), 1.51 (2s, 6H), 1.29 (m, 4H), 1.16 (s, 12H), 1.02 (t, J=7.2 Hz, 3H), 0.69 (t, 2H). MS found for C26H40BNO7 m/z [490 (M+1), 522 (M+Na)].

후처리

  1. stirringAfter stirring for 19 h at room temperature the solution
  2. concentrationwas concentrated
  3. custompurified
  4. washeluting with 5-50% (ethyl acetate in heptanes)

출처 및 근거

ORD 기록
ord-e47af45f283f4e74866134f98b723080
출처 데이터셋
uspto-grants-2015_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09040703B2

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트