HCID 15838328, compound → HCID 15838317, compound

HRID 1938922Notes

Reaction equation

HRID 1938922 reaction equation
[CH2:1]([O:3][C:4](=[O:27])[CH2:5][O:6][C@H:7]1[CH2:12][CH2:11][C@H:10]2[C@H:13]3[C@H:23]([CH2:24][CH2:25][C@:8]12[CH3:9])[C@:21]1([CH3:22])[C:16]([NH:17][C:18](=[O:26])[CH2:19][CH2:20]1)=[CH:15][CH2:14]3)[CH3:2]>C(O)(=O)C.[Pt]=O>[CH3:9][C@:8]12[CH2:25][CH2:24][C@H:23]3[C@@H:13]([CH2:14][CH2:15][C@@H:16]4[C@:21]3([CH3:22])[CH2:20][CH2:19][C:18](=[O:26])[NH:17]4)[C@@H:10]1[CH2:11][CH2:12][C@@H:7]2[O:6][CH2:5][C:4]([O:3][CH2:1][CH3:2])=[O:27]

Participants

4

Reactant 1

HCID 15838328HCID 15838328, compound

Product 1

HCID 15838317HCID 15838317, compound

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 176Acetic AcidSolvent

Procedure

The product of Step D, above, and platinum oxide (35 mg) in glacial acetic acid (2 ml) was hydrogenated at 40 psi for 22.5 hours. The mixture was filtered through a pad of celite. The filtrate was concentrated and the residue purified via preparative TLC using one silica gel plate (1000μ) developed with EtOAc to give the title product (Rf=0.22; mp 170°-172° C.).

Workup

  1. filtrationThe mixture was filtered through a pad of celite
  2. concentrationThe filtrate was concentrated
  3. customthe residue purified via preparative TLC

Sources & evidence

ORD record
ord-9089f949fa1b40c1a2c9aa54bc2cdaa2
Source dataset
uspto-grants-1997_12
Patent number
US05693809

Reaction notes

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