Ammonia → HCID 86608932, compound

HRID 2112410Notes

Reaction equation

HRID 2112410 reaction equation
CCC([O:5][C@@H:6]1[C@@H:10]([CH2:11][O:12]C(=O)C)[O:9][C@@H:8]([N:16]2[CH:30]=[C:20]3[NH:21][C:22](=[O:29])[C:23]4[C:24](=[O:28])[NH:25][N:26]=[CH:27][C:18]([C:19]=43)=[N:17]2)[C@@H:7]1[O:31]C(=O)C)=O.N.[CH3:36]O>>[CH3:36][C@@:7]1([OH:31])[C@H:6]([OH:5])[C@@H:10]([CH2:11][OH:12])[O:9][C@H:8]1[N:16]1[CH:30]=[C:20]2[NH:21][C:22](=[O:29])[C:23]3[C:24](=[O:28])[NH:25][N:26]=[CH:27][C:18]([C:19]=32)=[N:17]1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 887MethanolHCID 86608930HCID 86608930, compound

Product 1

HCID 86608932HCID 86608932, compound

Procedure

To the product from Step 8 is added 7N NH3 in MeOH and the mixture is stirred at ambient temperature until deacetylation is sufficiently complete as determined by TLC. The mixture is concentrated in vacuo and the crude material is taken up and purified by Phenomenex-C18 reverse phase HPLC (Buffer A=H2O, Buffer B=acetonitrile) to afford the title compound.

Workup

  1. concentrationThe mixture is concentrated in vacuo
  2. custompurified by Phenomenex-C18 reverse phase HPLC (Buffer A=H2O, Buffer B=acetonitrile)

Sources & evidence

ORD record
ord-de08fedf3b794c19bdac5e0be26f0d02
Source dataset
uspto-grants-2009_04
Patent number
US07524825B2

Reaction notes

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