HCID 178491170, compound → HCID 178491169, compound

HRID 574664Notes

Reaction equation

HRID 574664 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]([C:22]2[CH:27]=[CH:26][C:25]([O:28][CH3:29])=[CH:24][CH:23]=2)[NH:10][C:11]([C:13]2[C:14]([OH:21])=[N:15][C:16]([CH2:19][OH:20])=[N:17][CH:18]=2)=[O:12])=[CH:5][CH:4]=1>C(Cl)Cl>[CH3:29][O:28][C:25]1[CH:26]=[CH:27][C:22]([CH:9]([C:6]2[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:8][CH:7]=2)[NH:10][C:11]([C:13]2[C:14]([OH:21])=[N:15][C:16]([CH:19]=[O:20])=[N:17][CH:18]=2)=[O:12])=[CH:23][CH:24]=1

Participants

3

Reactant 1

HCID 178491170HCID 178491170, compound

Product 1

HCID 178491169HCID 178491169, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of step B product, 2-17-c, (2.0 g, 5 mmol) and Dess-Martain reagent (2.4 g, 5.6 mmol) in DCM (60 mL) was stirred at the ambient temperature for 1 h. The reaction solution was evaporated under vacuum to give a residue, which was purified by column chromatography with the eluent DCM:MeOH=60:1 to afford the crude product, 2-17-d, (1.84 g, 84%) as a solid. LC-MS: (M+H3O)+ 416.

Workup

  1. customThe reaction solution was evaporated under vacuum
  2. customto give a residue, which
  3. customwas purified by column chromatography with the eluent DCM

Sources & evidence

ORD record
ord-d533cdb3a9b74fafbf14718d1e55f656
Source dataset
uspto-grants-2015_05
Patent number
US09034851B2

Reaction notes

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