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

1,5-Hexadiene → 8-(N-benzyloxycarbonylamino)-4-bromomethyl-2-formylamino-oct-3-enoic acid methyl ester

HRID 376110
노트
인쇄 미리보기

반응식

HRID 376110 반응식
[CH3:1][O:2][C:3](=[O:27])[CH:4]([NH:24][CH:25]=[O:26])[CH:5](O)[C:6](=[CH2:22])[CH2:7][CH2:8][CH2:9][CH2:10][NH:11][C:12]([O:14][CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:13].C=CCCC=C.S(Br)([Br:36])=O>O1CCCC1>[CH3:1][O:2][C:3](=[O:27])[CH:4]([NH:24][CH:25]=[O:26])[CH:5]=[C:6]([CH2:22][Br:36])[CH2:7][CH2:8][CH2:9][CH2:10][NH:11][C:12]([O:14][CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:13]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 115981,5-HexadieneHCID 68176Thionyl bromideHCID 216926188-(N-benzyloxycarbonylamino)-2-formylamino-3-hydroxy-4-methylene-octanoic acid methyl ester

생성물 1

HCID 544393678-(N-benzyloxycarbonylamino)-4-bromomethyl-2-formylamino-oct-3-enoic acid methyl ester

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To 2.46 g (6.5 mmol) of 8-(N-benzyloxycarbonylamino)-2-formylamino-3-hydroxy-4-methylene-octanoic acid methyl ester in 25 ml of tetrahydrofuran there are added 5.5 ml (46 mmol) of hexa-1,5-diene and then, dropwise at -50°, 2.6 ml (32.5 mmol) of thionyl bromide. The mixture is stirred at from 0° to 5° for 2 hours, poured into 25 ml of ice-cold saturated sodium hydrogen carbonate solution and extracted twice with 20 ml of methylene chloride each time. The organic phase is washed with 10 ml of saturated sodium chloride solution, dried over magnesium sulfate and concentrated to dryness by evaporation. The resulting oil is purified by chromatography on silica gel with hexane/ethyl acetate (3:1). 8-(N-benzyloxycarbonylamino)-4-bromomethyl-2-formylamino-oct-3-enoic acid methyl ester is obtained.

후처리

  1. customdropwise at -50°
  2. extractionextracted twice with 20 ml of methylene chloride each time
  3. washThe organic phase is washed with 10 ml of saturated sodium chloride solution
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated to dryness by evaporation
  6. customThe resulting oil is purified by chromatography on silica gel with hexane/ethyl acetate (3:1)

출처 및 근거

ORD 기록
ord-29b9f6f387b844648778b9d2f6a3b458
출처 데이터셋
uspto-grants-1996_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05488140

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트