Carbon Tetrachloride → 2-(4-(2-Mercapto-6-phthalimidohexanoyl-amino)-3-oxo-1,3,4,5-tetrahydro-benzo[c]azepin-2-yl)-4-methyl-valeric acid

HRID 1264552노트

반응식

HRID 1264552 반응식
C([O:5][C:6](=[O:53])[CH:7]([N:12]1[C:18](=[O:19])[CH:17]([NH:20][C:21](=[O:48])[CH:22]([S:38]CC2C=CC(OC)=CC=2)[CH2:23][CH2:24][CH2:25][CH2:26][N:27]2[C:31](=[O:32])[C:30]3=[CH:33][CH:34]=[CH:35][CH:36]=[C:29]3[C:28]2=[O:37])[CH2:16][C:15]2[CH:49]=[CH:50][CH:51]=[CH:52][C:14]=2[CH2:13]1)[CH2:8][CH:9]([CH3:11])[CH3:10])(C)(C)C.C1(OC)C=CC=CC=1.C(Cl)(Cl)(Cl)Cl>ClCCl.C([O-])(=O)C.[Hg+2].C([O-])(=O)C>[SH:38][CH:22]([CH2:23][CH2:24][CH2:25][CH2:26][N:27]1[C:28](=[O:37])[C:29]2=[CH:36][CH:35]=[CH:34][CH:33]=[C:30]2[C:31]1=[O:32])[C:21]([NH:20][CH:17]1[C:18](=[O:19])[N:12]([CH:7]([CH2:8][CH:9]([CH3:11])[CH3:10])[C:6]([OH:53])=[O:5])[CH2:13][C:14]2[CH:52]=[CH:51][CH:50]=[CH:49][C:15]=2[CH2:16]1)=[O:48]

참가 물질

6

반응물 3

HCID 5943Carbon TetrachlorideHCID 7519AnisoleHCID 538676092-(4-(2-(p-Methoxybenzylthio)-6-phthalimidohexanoyl-amino)-3-oxo-1,3,4,5-tetrahydro-benzo[c]azepin-2-yl)-4-methyl-valeric acid t-butyl ester

생성물 1

HCID 186125202-(4-(2-Mercapto-6-phthalimidohexanoyl-amino)-3-oxo-1,3,4,5-tetrahydro-benzo[c]azepin-2-yl)-4-methyl-valeric acid

시약·촉매·용매 2

HCID 15337Mercuric acetate촉매HCID 6344Dichloromethane용매

실험 절차

Combine 2-(4-(2-(p-methoxybenzylthio)-6-phthalimidohexanoyl-amino)-3-oxo-1,3,4,5-tetrahydro-benzo[c]azepin-2-yl)-4-methyl-valeric acid t-butyl ester (0.20 mmol), mercury (II) acetate (0.084 g, 0.26 mmol), and anisole (0.23 mL, 2.1 mmol) in dichloromethane (6.6 mL). Cool in an ice bath and degas by repeatedly cycles of vacuum and filling the vessel with nitrogen gas. Add trifluoroacetic acid (2.5 mL). After 1 hour, warm to ambient temperature. After 3 hours, purge with hydrogen sulfide (gas) for about 10 minutes. Filter and evaporate in vacuo to give a residue. Repeatedly, combine the residue and carbon tetrachloride and evaporate in vacuo to give the title compound.

후처리

  1. temperatureCool in an ice bath
  2. customdegas by repeatedly cycles of vacuum
  3. waitAfter 3 hours
  4. custompurge with hydrogen sulfide (gas) for about 10 minutes
  5. filtrationFilter
  6. customevaporate in vacuo
  7. customto give a residue
  8. customevaporate in vacuo

출처 및 근거

ORD 기록
ord-866b9302256e46dbad140583cd1b7690
출처 데이터셋
uspto-grants-2003_04
특허 번호
US06544980B2

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