Boc-hyp-obzl → Benzyl (4R)-4-hydroxy-L-prolinate--hydrogen chloride (1/1)

HRID 1662723Notes

Reaction equation

HRID 1662723 reaction equation
[OH:1][C@H:2]1[CH2:6][N:5](C(OC(C)(C)C)=O)[C@H:4]([C:14]([O:16][CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[O:15])[CH2:3]1.[ClH:24].CCOC(C)=O>CCOC(C)=O>[ClH:24].[OH:1][C@H:2]1[CH2:6][NH:5][C@H:4]([C:14]([O:16][CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[O:15])[CH2:3]1

Participants

4

Reactant 2

HCID 11902907Boc-hyp-obzlHCID 21866389Hydrogen chloride-ethyl acetate

Product 1

HCID 16212860Benzyl (4R)-4-hydroxy-L-prolinate--hydrogen chloride (1/1)

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 10.0 g of the compound obtained in Step 157-1 in EtOAc (49 ml) was added a solution of 4 mol/L hydrochloric acid/EtOAc (39 ml). The solution was stirred at room temperature for one hour. The precipitated crystal was filtered, and the crystal was washed with EtOAc. The title compound in the amount of 6.70 g (colorless solid) was obtained.

Workup

  1. filtrationThe precipitated crystal was filtered
  2. washthe crystal was washed with EtOAc

Sources & evidence

ORD record
ord-2e21f97ab35b4a2a86719cd1c48cdde5
Source dataset
uspto-grants-2011_10
Patent number
US08030499B2

Reaction notes

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