HCID 52914348, compound → HCID 52914347, compound

HRID 531156Notes

Reaction equation

HRID 531156 reaction equation
[C:1]([CH2:8][N:9]1[CH2:22][CH2:21][CH2:20][N:19]2[CH2:23][CH2:24][CH2:25][N:12]([CH2:13][CH2:14][CH2:15][N:16]([CH2:26][C:27]([O:29]C(C)(C)C)=[O:28])[CH2:17][CH2:18]2)[CH2:11][CH2:10]1)([O:3]C(C)(C)C)=[O:2]>C(C(O)=O)(F)(F)F.C(Cl)Cl>[C:27]([CH2:26][N:16]1[CH2:15][CH2:14][CH2:13][N:12]2[CH2:25][CH2:24][CH2:23][N:19]([CH2:20][CH2:21][CH2:22][N:9]([CH2:8][C:1]([OH:3])=[O:2])[CH2:10][CH2:11]2)[CH2:18][CH2:17]1)([OH:29])=[O:28]

Participants

4

Reactant 1

HCID 52914348HCID 52914348, compound

Product 1

HCID 52914347HCID 52914347, compoundYield 3,373.4%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent2×

Procedure

Compound 15 (1.23 g, 2.62 mmol) was dissolved in a 1:1 (vol:vol) mixture of CF3CO2H (TFA) and CH2Cl2 (45 mL). The mixture was stirred at room temperature for 24 hours. The solvent was removed under reduced pressure to give an oily residue which was triturated with Et2O to provide white solid 16 (31.505 g, 98% yield) (2 equiv TFA calculated on the basis of mass).

Workup

  1. customThe solvent was removed under reduced pressure
  2. customto give an oily residue which
  3. customwas triturated with Et2O

Sources & evidence

ORD record
ord-98264f61258d4b02ac6905e6181bbd3d
Source dataset
uspto-grants-2016_05
Patent number
US09353120B2

Reaction notes

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