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

Boron trifluoride etherate → N-p-Methoxybenzyloxycarbonyl-O-methyl-D-serine benzyl ester

HRID 3777
노트
인쇄 미리보기

반응식

HRID 3777 반응식
[CH2:1]([O:8][C:9](=[O:26])[C@@H:10]([CH2:24][OH:25])[NH:11][C:12]([O:14][CH2:15][C:16]1[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[CH:18][CH:17]=1)=[O:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:27](=O)=O.CC(C)=O.B(F)(F)F.CCOCC.[N+](=C)=[N-]>ClCCl>[CH2:1]([O:8][C:9](=[O:26])[C@@H:10]([CH2:24][O:25][CH3:27])[NH:11][C:12]([O:14][CH2:15][C:16]1[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[CH:18][CH:17]=1)=[O:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 8000Boron trifluoride etherateHCID 9550DiazomethaneHCID 13652495N-p-methoxybenzyloxycarbonyl-D-serine benzyl esterHCID 18522661Acetone cardice

생성물 1

HCID 13652497N-p-Methoxybenzyloxycarbonyl-O-methyl-D-serine benzyl ester수율 70%

시약·촉매·용매 1

HCID 6344
Dichloromethane
용매

실험 절차

The N-p-methoxybenzyloxycarbonyl-D-serine benzyl ester (720 mg, 2.00 mmol) is dissolved in dry dichloromethane (20 ml) and the solution cooled to dry ice/acetone. Boron trifluoride etherate (100 μl) is added followed by the portionwise addition of diazomethane (30 mmol in 20 ml CH2Cl2). After about 30 minutes the solution is filtered and washed once with water (10 ml), then dried (MgSO4) and evaporated to dryness. The resulting residue is chromatographed on silica gel using chloroform as eluant to give the pure title compound as an oil (520 mg, 70%) which crystallises on standing to give a colourless solid of m.p. 68°-69° C.; [α]D20 -1.3° (c 4.0, CHCl3).

후처리

  1. filtrationAfter about 30 minutes the solution is filtered
  2. washwashed once with water (10 ml)
  3. dry with materialdried (MgSO4)
  4. customevaporated to dryness
  5. customThe resulting residue is chromatographed on silica gel

출처 및 근거

ORD 기록
ord-3d9fe4eea0d14c78998610d953418f18
출처 데이터셋
uspto-grants-1988_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04722924

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트