Hydrochloric Acid → HCID 70274673, compound

HRID 1078716Notes

Reaction equation

HRID 1078716 reaction equation
C(OC([N:8]1[CH2:12][C@H:11]([O:13][Si](C(C)(C)C)(C)C)[CH2:10][C@H:9]1[C:21](=[O:27])[CH2:22][C:23]([O:25][CH3:26])=[O:24])=O)(C)(C)C.[ClH:28]>O1CCOCC1>[ClH:28].[OH:13][C@H:11]1[CH2:12][NH:8][C@H:9]([C:21](=[O:27])[CH2:22][C:23]([O:25][CH3:26])=[O:24])[CH2:10]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 22864984HCID 22864984, compound

Product 1

HCID 70274673HCID 70274673, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To (2S,4R)-N-tert-butoxycarbonyl-4-tert-butyldimethylsiloxy-2-(2-methoxycarbonyl-1-oxoethyl)pyrrolidine (3.17 g, 7.9 mmol) was added a 3N hydrogen chloride--dioxane solution (30 ml). The mixture was stirred at room temperature for 2 h, and then concentrated in vacuo. Chloroform (20 ml) and methanol (20 ml) were added thereto, and the solvent was removed in vacuo. This operation was repeated twice, followed by being left overnight to obtain crude (2S,4R)-4-hydroxy-2-(2-methoxycarbonyl-1-oxoethyl)pyrrolidine monohydrochloride (1.76 g).

Workup

  1. concentrationconcentrated in vacuo
  2. additionChloroform (20 ml) and methanol (20 ml) were added
  3. customthe solvent was removed in vacuo
  4. waitby being left overnight

Sources & evidence

ORD record
ord-6be030be97224bcdbfb4e402e619b505
Source dataset
uspto-grants-1996_08
Patent number
US05550121

Reaction notes

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