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HCID 18962092, compound → HCID 22989092, compound

HRID 1707833
Notes
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Reaction equation

HRID 1707833 reaction equation
C(OC([N:8]([S:64]([C:67]1[CH:72]=[CH:71][C:70]([CH3:73])=[CH:69][CH:68]=1)(=[O:66])=[O:65])[CH2:9][CH2:10][CH2:11][CH2:12][N:13]([S:54]([C:57]1[CH:62]=[CH:61][C:60]([CH3:63])=[CH:59][CH:58]=1)(=[O:56])=[O:55])[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][N:21]([S:44]([C:47]1[CH:52]=[CH:51][C:50]([CH3:53])=[CH:49][CH:48]=1)(=[O:46])=[O:45])[CH2:22][CH2:23][CH2:24][CH2:25][N:26](C(OC(C)(C)C)=O)[S:27]([C:30]1[CH:35]=[CH:34][C:33]([CH3:36])=[CH:32][CH:31]=1)(=[O:29])=[O:28])=O)(C)(C)C>Cl>[CH3:73][C:70]1[CH:71]=[CH:72][C:67]([S:64]([NH:8][CH2:9][CH2:10][CH2:11][CH2:12][N:13]([S:54]([C:57]2[CH:58]=[CH:59][C:60]([CH3:63])=[CH:61][CH:62]=2)(=[O:56])=[O:55])[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][N:21]([S:44]([C:47]2[CH:48]=[CH:49][C:50]([CH3:53])=[CH:51][CH:52]=2)(=[O:46])=[O:45])[CH2:22][CH2:23][CH2:24][CH2:25][NH:26][S:27]([C:30]2[CH:35]=[CH:34][C:33]([CH3:36])=[CH:32][CH:31]=2)(=[O:29])=[O:28])(=[O:66])=[O:65])=[CH:68][CH:69]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 1

HCID 18962092HCID 18962092, compound

Product 1

HCID 22989092HCID 22989092, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

Dissolve 1,19-bis(t-butyloxycarbonyl)-1,6,14,19-tetra[(4-methylphenyl)sulfonyl]-1,6,14,19-tetraazanonadecane (11.7 g, 10 mmol) in saturated methanolic hydrochloric acid (100 mL). Stir for several hours and evaporate the solvent in vacuo. Dissolve the residue in water and neutralize with saturated sodium hydrogen carbonate and extract with ethyl acetate. Dry (MgSO4) and evaporate the solvent in vacuo. Purify by silica gel chromatography to give the title compound.

Workup

  1. custom
evaporate the solvent in vacuo
  • dissolutionDissolve the residue in water
  • extractionextract with ethyl acetate
  • dry with materialDry (MgSO4)
  • customevaporate the solvent in vacuo
  • customPurify by silica gel chromatography
  • Sources & evidence

    ORD record
    ord-254f620e61b241b6aacd5129c641a647
    Source dataset
    uspto-grants-1994_10
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US05354782

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes