HCID 13911214, compound → HCID 13911215, compound

HRID 980440Notes

Reaction equation

HRID 980440 reaction equation
[C:1]([O:5][C:6]([CH2:8][N:9]([CH2:18][C:19]1[CH:20]=[C:21]([CH:33]=[C:34]([CH2:38][N:39]([CH2:48][C:49]([O:51][C:52]([CH3:55])([CH3:54])[CH3:53])=[O:50])[CH2:40][C:41]([O:43][C:44]([CH3:47])([CH3:46])[CH3:45])=[O:42])[C:35]=1[O:36][CH3:37])[C:22]([C:24]1[CH:29]=[CH:28][C:27]([N+:30]([O-])=O)=[CH:26][CH:25]=1)=[O:23])[CH2:10][C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])=[O:7])([CH3:4])([CH3:3])[CH3:2].[H][H]>CO.[Pd]>[NH2:30][C:27]1[CH:28]=[CH:29][C:24]([C:22](=[O:23])[C:21]2[CH:33]=[C:34]([CH2:38][N:39]([CH2:40][C:41]([O:43][C:44]([CH3:45])([CH3:46])[CH3:47])=[O:42])[CH2:48][C:49]([O:51][C:52]([CH3:55])([CH3:54])[CH3:53])=[O:50])[C:35]([O:36][CH3:37])=[C:19]([CH2:18][N:9]([CH2:8][C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:7])[CH2:10][C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH:20]=2)=[CH:25][CH:26]=1

Participants

5

Reactant 2

HCID 13911214HCID 13911214, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 13911215HCID 13911215, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Nitrotetraester 4 (3.0 g, 3.9 mmol) was reduced in 50 mL CH3OH with 100 mg 10% Pd/C in a Parr shaker with an initial hydrogen pressure of 50 psi for 2.5 hours. TLC indicated quantitative reduction. The mixture was filtered through diatomaceous earth and evaporated to leave a yellow oil which was purified by gel permeation chromatography by the method used for compound 4. The yellow glass thus obtained had the correct NMR, IR and field desorption mass spectroscopic behavior.

Workup

  1. filtrationThe mixture was filtered through diatomaceous earth
  2. customevaporated
  3. customto leave a yellow oil which
  4. customwas purified by gel permeation chromatography by the method
  5. customThe yellow glass thus obtained

Sources & evidence

ORD record
ord-6ecbf67c2be64c27b9f385ee1db0aea9
Source dataset
uspto-grants-1987_01
Patent number
US04637988

Reaction notes

Loading…