Hydrochloric Acid → (3S,4S)-4-Aminopyrrolidin-3-ol dihydrochloride

HRID 924123Notes

Reaction equation

HRID 924123 reaction equation
[NH2:1][C@@H:2]1[C@@H:6]([OH:7])[CH2:5][N:4](C(OC(C)(C)C)=O)[CH2:3]1.CCO.[ClH:18]>>[ClH:18].[ClH:18].[NH2:1][C@H:2]1[CH2:3][NH:4][CH2:5][C@@H:6]1[OH:7]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 104654571-Boc-(3S,4S)-3-amino-4-hydroxypyrrolidine

Product 1

HCID 69959682(3S,4S)-4-Aminopyrrolidin-3-ol dihydrochloride

Procedure

(3S,4S)-tert-Butyl 3-amino-4-hydroxypyrrolidine-1-carboxylate (0.3 g, 1.439 mmol) in 1.25 M HCl 1.25 M in EtOH (11.51 mL, 14.39 mmol) was stirred for 24 h at RT. The white suspension was evaporated to dryness under reduced pressure and the residue was suspended in MeOH (10 mL) and evaporated again to afford the title compound.

Workup

  1. customThe white suspension was evaporated to dryness under reduced pressure
  2. customevaporated again

Sources & evidence

ORD record
ord-f55e85da7c6f42ddb636bea58c38c01a
Source dataset
uspto-grants-2016_03
Patent number
US09278981B2

Reaction notes

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