Hydrochloric Acid → (S)-3-Allyloxy-2-amino-propionic acid methyl ester hydrochloride

HRID 58374Notes

Reaction equation

HRID 58374 reaction equation
[CH3:1][O:2][C:3](=[O:18])[C@@H:4]([NH:10]C(OC(C)(C)C)=O)[CH2:5][O:6][CH2:7][CH:8]=[CH2:9].[ClH:19]>O1CCOCC1>[ClH:19].[CH3:1][O:2][C:3](=[O:18])[C@@H:4]([NH2:10])[CH2:5][O:6][CH2:7][CH:8]=[CH2:9]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 57846413(S)-3-Allyloxy-2-tert-butoxycarbonylamino-propionic acid methyl ester

Product 1

HCID 86650243(S)-3-Allyloxy-2-amino-propionic acid methyl ester hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Methyl ester 37 (1.00 g, 3.86 mmol) was dissolved in 4M hydrogen chloride in 1,4-dioxane (40 mL). The resultant solution was stirred at rt for 18 h before being concentrated in vacuo to afford a white solid, 0.656 g, 87%. m.p. 87-89° C.

Workup

  1. concentrationbefore being concentrated in vacuo
  2. customto afford a white solid, 0.656 g, 87%

Sources & evidence

ORD record
ord-21073bd8214e43d59ce266f3b89d2be6
Source dataset
uspto-grants-2016_09
Patent number
US09434762B2

Reaction notes

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