Sodium Hydroxide → HCID 23680377, compound

HRID 1761416Notes

Reaction equation

HRID 1761416 reaction equation
[C:1]([NH:9][C@H:10]([C:16]([NH:18][C@@H:19]([C:36]([OH:38])=[O:37])[CH2:20][CH2:21][C:22]([N:24]1[C@@H:32]2[C@@H:27]([CH2:28][CH2:29][CH2:30][CH2:31]2)[CH2:26][C@H:25]1[C:33]([OH:35])=[O:34])=[O:23])=[O:17])[CH2:11][CH2:12][CH2:13][CH2:14][NH2:15])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[N:4][CH:3]=1.[OH-].[Na+:40].C(#N)C.O>O>[C:1]([NH:9][C@H:10]([C:16]([NH:18][C@@H:19]([C:36]([OH:38])=[O:37])[CH2:20][CH2:21][C:22]([N:24]1[C@@H:32]2[C@@H:27]([CH2:28][CH2:29][CH2:30][CH2:31]2)[CH2:26][C@H:25]1[C:33]([O-:35])=[O:34])=[O:23])=[O:17])[CH2:11][CH2:12][CH2:13][CH2:14][NH2:15])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[N:4][CH:3]=1.[Na+:40]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 9807052HCID 9807052, compoundHCID 18373917Acetonitrile--water (1/1)

Product 1

HCID 23680377HCID 23680377, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

In 5 ml of water was dissolved 0.57 g of (2S,3aS,7aS)-1-(N2 -nicotinoyl-L-lysyl-gamma-D-glutamyl)octahydro-1H-indole-2-carboxylic acid (see Example 15), and 1 ml of 1N-NaOH was added. The resulting aqueous solution was subjected to CHP20P column chromatography (0%→20% acetonitrile/water gradient). Fractions containing the desired product were concentrated to dryness under reduced pressure. The residue was lyophilized to give 0.25 g of the captioned compound. [α]D26 : -24.6° (H2O).

Workup

  1. additionwas added

Sources & evidence

ORD record
ord-f0fe3bf0fb4040b8806dbac67480791e
Source dataset
uspto-grants-1989_05
Patent number
US04826814

Reaction notes

Loading…