HCID 15101742, compound → HCID 15101744, compound

HRID 2380438Notes

Reaction equation

HRID 2380438 reaction equation
C([O:8][N:9]([C:20](=[O:64])[CH2:21][CH2:22][C:23](=[O:63])[NH:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][N:30]([O:55]CC1C=CC=CC=1)[C:31](=[O:54])[CH2:32][CH2:33][C:34](=[O:53])[NH:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][N:41]([O:45]CC1C=CC=CC=1)[C:42](=[O:44])[CH3:43])[CH2:10][CH2:11][O:12][CH2:13][CH2:14][O:15][CH2:16][CH2:17][O:18][CH3:19])C1C=CC=CC=1>CO.[Pd]>[OH:8][N:9]([C:20](=[O:64])[CH2:21][CH2:22][C:23](=[O:63])[NH:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][N:30]([OH:55])[C:31](=[O:54])[CH2:32][CH2:33][C:34](=[O:53])[NH:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][N:41]([OH:45])[C:42](=[O:44])[CH3:43])[CH2:10][CH2:11][O:12][CH2:13][CH2:14][O:15][CH2:16][CH2:17][O:18][CH3:19]

Participants

4

Reactant 1

HCID 15101742HCID 15101742, compound

Product 1

HCID 15101744HCID 15101744, compoundYield 86%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

11,22,33-Trihydroxy-12,15,23,26,34-pentaoxo-11,16,22,27,33-pentaaza-2,5,8-trioxapentatriacontane (2) was prepared by dissolving compound (22) (2.6 g, 2.92 mmol) in distilled CH3OH (200 mL) in acid-washed glassware, and 10% Pd-C (1.1 g) was introduced. The mixture was stirred under a hydrogen atmosphere for 2 hours, solids were filtered using analytical grade Celite and the filtrate was concentrated to furnish 1.56 g (86%) of (2) as an amorphous white solid: NMR (D2O) δ 1.17-1.80 (m, 12 H), 2.11 (s, 3 H), 2.33-2.93 (m, 8 H), 3.15 (t, 4 H, J=7), 3.33 (s, 3 H), 3.46-3.84 (m, 16 H). Analysis: (C27H51N5O11) C, H, N.

Workup

  1. custom11,22,33-Trihydroxy-12,15,23,26,34-pentaoxo-11,16,22,27,33-pentaaza-2,5,8-trioxapentatriacontane (2) was prepared
  2. additionwas introduced
  3. filtrationsolids were filtered
  4. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-59134d8da397420a8bfcd632d9d612dd
Source dataset
uspto-grants-1994_11
Patent number
US05367113

Reaction notes

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