HCID 21866311, compound → 3-Propan-2-yl-L-proline

HRID 857764Notes

Reaction equation

HRID 857764 reaction equation
C([O:3][C:4]([C:6]1(C(OCC)=O)[CH:10]([CH:11]([CH3:13])[CH3:12])[CH2:9][CH2:8][NH:7]1)=[O:5])C>Cl>[CH:11]([CH:10]1[CH2:9][CH2:8][NH:7][C@@H:6]1[C:4]([OH:5])=[O:3])([CH3:13])[CH3:12]

Participants

3

Reactant 1

HCID 21866311HCID 21866311, compound

Product 1

HCID 450822383-Propan-2-yl-L-proline

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Conditions

Temperature
50 °C

Procedure

A solution of diethyl-3-isopropylpyrrolidine-2,2-dicarboxylate (Example 39, Step A, 2.27 g, 8.81 mmol) in 6 M HCl (50 mL) was heated to reflux. The solution turned from pale yellow in color to orange with addition of acid, then to brown upon heating. The mixture was stirred overnight at 50° C. Solvent was removed in vacuo to afford the title compound (a mixture of four diastereomers) as a brown oil which was carried on crude. LCMS (M+H): 158.0.

Workup

  1. additionorange with addition of acid
  2. temperatureto brown upon heating
  3. customSolvent was removed in vacuo

Sources & evidence

ORD record
ord-58d58074ec1f45f7b37c4ea28100df19
Source dataset
uspto-grants-2006_12
Patent number
US07144899B2

Reaction notes

Loading…