Hydrochloric Acid → (S)-3-[(2S,3R,4R,5S)-2,3,4,6-tetrahydroxy-5-(L-leucyl)aminohexanoyl]amino-3-phenylpropionic acid hydrochloride

HRID 2230398Notes

Reaction equation

HRID 2230398 reaction equation
[OH:1][C@@H:2]([C@H:17]([OH:32])[C@H:18]([OH:31])[C@@H:19]([NH:22][C:23](=[O:30])[C@H:24]([CH2:26][CH:27]([CH3:29])[CH3:28])[NH2:25])[CH2:20][OH:21])[C:3]([NH:5][C@H:6]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[CH2:7][C:8]([OH:10])=[O:9])=[O:4].[ClH:33]>O>[ClH:33].[OH:1][C@@H:2]([C@H:17]([OH:32])[C@H:18]([OH:31])[C@@H:19]([NH:22][C:23](=[O:30])[C@H:24]([CH2:26][CH:27]([CH3:28])[CH3:29])[NH2:25])[CH2:20][OH:21])[C:3]([NH:5][C@H:6]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[CH2:7][C:8]([OH:10])=[O:9])=[O:4]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 10456696(S)-3-[(2S,3R,4R,5S)-2,3,4,6-tetrahydroxy-5-(L-leucyl)aminohexanoyl]amino-3-phenylpropionic acid2×

Product 1

HCID 69823761(S)-3-[(2S,3R,4R,5S)-2,3,4,6-tetrahydroxy-5-(L-leucyl)aminohexanoyl]amino-3-phenylpropionic acid hydrochloride

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of (S)-3-[(2S,3R,4R,5S)-2,3,4,6-tetrahydroxy-5-(L-leucyl)aminohexanoyl]amino-3-phenylpropionic acid (Compound 3) (2.00 g) in water (50 ml) was added 1N hydrochloric acid (4.83 ml). After the mixture was filtrated through membrane filter, the filtrate was concentrated under reduced pressure. Recrystallization from methanol-diethylether provided the title compound (1.84 g).

Workup

  1. filtrationAfter the mixture was filtrated through membrane
  2. filtrationfilter
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. customRecrystallization from methanol-diethylether

Sources & evidence

ORD record
ord-c368a0fa8157497aa5b056007261026c
Source dataset
uspto-grants-2002_07
Patent number
US06423869B1

Reaction notes

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