Formic Acid → 81377-02-8

HRID 1758468Notes

Reaction equation

HRID 1758468 reaction equation
[NH:1]1[C:57](=[O:58])[C@H:48]([CH2:49][C:50]2[CH:55]=[CH:54][C:53]([OH:56])=[CH:52][CH:51]=2)[NH:47][C:45](=[O:46])[C@H:43]([CH3:44])[N:42]([CH3:59])[C:40](=[O:41])[C@H:32]([CH2:33][C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)[NH:31][C:29](=[O:30])[C@H:25]([CH:26]([CH3:28])[CH3:27])[NH:24][C:22](=[O:23])[C@H:16]([CH2:17][CH2:18][CH2:19][CH2:20][NH2:21])[N:15](C(OCC2C=CC=CC=2)=O)[C:13](=[O:14])[C@H:2]1[CH2:3][C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[NH:6][CH:5]=1.C(O)=O>[Pd].CO>[NH:1]1[C:57](=[O:58])[C@H:48]([CH2:49][C:50]2[CH:51]=[CH:52][C:53]([OH:56])=[CH:54][CH:55]=2)[NH:47][C:45](=[O:46])[C@H:43]([CH3:44])[N:42]([CH3:59])[C:40](=[O:41])[C@H:32]([CH2:33][C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)[NH:31][C:29](=[O:30])[C@H:25]([CH:26]([CH3:28])[CH3:27])[NH:24][C:22](=[O:23])[C@H:16]([CH2:17][CH2:18][CH2:19][CH2:20][NH2:21])[NH:15][C:13](=[O:14])[C@H:2]1[CH2:3][C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[NH:6][CH:5]=1

Participants

5

Reactant 2

HCID 284Formic AcidHCID 131712961HCID 131712961, compound

Product 1

HCID 531143081377-02-8

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A dry mixture of 20.3 mg of the product of Example 12 or 13 and 4.4 mg of 10% palladium on carbon are combined with 1.5 ml of a 5:95 mixture on a volume basis of 88% formic acid and methanol. The mixture is stirred for 2 hours and filtered through Celite which had been prewashed with 5% formic acid and methanol followed by washing with two 1 ml portions of methanol. The filtrate is freeze-dried affording a residue of 17 mg of "Cyclo(D-Trp-Lys-Val-Phe-N-Me-Ala-Tyr)."

Workup

  1. filtrationfiltered through Celite which
  2. washby washing with two 1 ml portions of methanol
  3. customThe filtrate is freeze-dried

Sources & evidence

ORD record
ord-0b027b55f60f4173923ffa6e67bf47c9
Source dataset
uspto-grants-1983_02
Patent number
US04374060

Reaction notes

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