HCID 131721712, compound → Gln-Ala

HRID 1636222Notes

Reaction equation

HRID 1636222 reaction equation
[NH2:1][C@H:2]([C:8]([NH:10][C@H:11]([C:13]([OH:15])=[O:14])[CH3:12])=[O:9])[CH2:3][CH2:4][C:5](=[O:7])[NH2:6].CC[C@@H]([C@H]1NC(=O)[C@@H](NC([C@H](NC)CC(C)C)=O)[C@@H](C)OC(=O)[C@H](CC2C=CC(OC)=CC=2)N(C)C(=O)[C@H]2N(CCC2)C(=O)[C@H](CC(C)C)NC(=O)[C@@H](C)C(=O)[C@H](C(C)C)OC(=O)C[C@@H]1O)C>C(O)(C)C.[Pd]>[NH2:1][C@H:2]([C:8]([NH:10][C@H:11]([C:13]([OH:15])=[O:14])[CH3:12])=[O:9])[CH2:3][CH2:4][C:5](=[O:7])[NH2:6]

Participants

4

Reactant 1

HCID 131721712HCID 131721712, compound

Product 1

HCID 9813211Gln-Ala

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 3776IsopropanolSolvent

Procedure

The protected form of L-Gln-L-Ala-didemnin A. (1.20 mg, 0.90 umol) was dissolved in isopropyl alcohol (0.05 mL) and 10% Pd/C catalyst (0.80 mg) was added. The solution was hydrogenated for 3 h, then the catalyst was removed by filtration over celite and solvent was removed to afford L-Gln-L-Ala-DA (0.75 mg, 87%); FABMS 1142.7 (M+H); HRFABMS Calcd for C57H92N9O15 (M+H) 1142.6717, Found 1142.6713.

Workup

  1. customthe catalyst was removed by filtration over celite and solvent
  2. customwas removed

Sources & evidence

ORD record
ord-eda294ca2a474875973291c6b0b166ad
Source dataset
uspto-grants-2000_03
Patent number
US06034058

Reaction notes

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