Hydrochloric Acid → HCID 54090514, compound

HRID 1368333Notes

Reaction equation

HRID 1368333 reaction equation
C[O:2][C:3](=[O:25])[C@H:4]([CH2:9][C:10]1[CH:15]=[CH:14][C:13]([CH2:16][C:17]([OH:19])=[O:18])=[C:12]([CH:20]2[S:24][CH2:23][CH2:22][S:21]2)[CH:11]=1)[NH:5][C:6](=[O:8])[CH3:7].O.[OH-].[Li+].Cl>C1COCC1.O>[S:21]1[CH2:22][CH2:23][S:24][CH:20]1[C:12]1[CH:11]=[C:10]([CH:15]=[CH:14][C:13]=1[CH2:16][C:17]([OH:19])=[O:18])[CH2:9][C@@H:4]([C:3]([OH:25])=[O:2])[NH:5][C:6](=[O:8])[CH3:7]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 168937Lithium hydroxide, monohydrateHCID 53846364HCID 53846364, compound

Product 1

HCID 54090514HCID 54090514, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To 3-(1,3-dithiolan-2-yl)4-(carboxymethyl)-N-acetyl-L-phenylalanine methyl ester (0.22 g, 0.57 mmol) in THF (10 mL) at 0° C. was added lithium hydroxide monohydrate (0.025 g, 0.60 mmol, 1 mL water). The mixture was stirred for 45 min., diluted with water, made acidic with 1 N HCl, and extracted with ethyl acetate. The combined extracts were washed with water, dried over magnesium sulfate and concentrated to a glassy solid which was homogeneous by RP HPLC (0.18 g, 86%). MS [M−H]− 368.

Workup

  1. extractionextracted with ethyl acetate
  2. washThe combined extracts were washed with water
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated to a glassy solid which

Sources & evidence

ORD record
ord-afa395845a02495b8e708a5e3a11fb13
Source dataset
uspto-grants-2003_06
Patent number
US06573295B2

Reaction notes

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