HCID 68944872, compound → HCID 68944855, compound

HRID 2400309Notes

Reaction equation

HRID 2400309 reaction equation
[C:1]([O:5][C:6](=[O:47])[C@@H:7]([NH:20][C:21](=[O:46])[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][C:33]1[CH:38]=[CH:37][C:36]([C:39]([O:41][C:42]([CH3:45])([CH3:44])[CH3:43])=[O:40])=[CH:35][CH:34]=1)[CH2:8][CH2:9][C:10]([O:12]CC1C=CC=CC=1)=[O:11])([CH3:4])([CH3:3])[CH3:2]>C1COCC1.[Pd]>[C:1]([O:5][C:6](=[O:47])[C@@H:7]([NH:20][C:21](=[O:46])[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][C:33]1[CH:34]=[CH:35][C:36]([C:39]([O:41][C:42]([CH3:45])([CH3:44])[CH3:43])=[O:40])=[CH:37][CH:38]=1)[CH2:8][CH2:9][C:10]([OH:12])=[O:11])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 1

HCID 68944872HCID 68944872, compound

Product 1

HCID 68944855HCID 68944855, compoundYield 98.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

(S)-2-[12-(4-tert-Butoxycarbonylphenyl) dodecanoylamino]pentanedioic acid 5-benzyl ester 1-tert-butyl ester (175 mg, 0.27 mmol) was dissolved in THF and placed under nitrogen. 10% palladium on carbon (ca. 20 mg) was added, and the flask was evacuated and filled with nitrogen three times. The flask was equipped with balloon filled with hydrogen, and stirred at rt overnight. The solution was filtered through celite, washing with THF. The filtrate was concentrated under vacuum to yield an oil (0.15 g).

Workup

  1. customthe flask was evacuated
  2. additionfilled with nitrogen three times
  3. customThe flask was equipped with balloon
  4. additionfilled with hydrogen
  5. filtrationThe solution was filtered through celite
  6. washwashing with THF
  7. concentrationThe filtrate was concentrated under vacuum

Sources & evidence

ORD record
ord-43a71c3e58214876a49724da930a0bd3
Source dataset
uspto-grants-2014_08
Patent number
US08796205B2

Reaction notes

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