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Hydrochloric Acid → (R)-3-Allylsulfanyl-2-amino-propionic acid methyl ester hydrochloride

HRID 58370
Notes
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Reaction equation

HRID 58370 reaction equation
[CH3:1][O:2][C:3](=[O:18])[C@@H:4]([NH:10]C(OC(C)(C)C)=O)[CH2:5][S: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][S:6][CH2:7][CH:8]=[CH2:9]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86650241(R)-3-Allylsulfanyl-2-tert-butoxycarbonylamino-propionic acid methyl ester

Product 1

HCID 86650242(R)-3-Allylsulfanyl-2-amino-propionic acid methyl ester hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Methyl ester 29 (3.20 g, 11.6 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 yield a white solid, 2.46 g, 100%.

Workup

  1. concentrationbefore being concentrated in vacuo
  2. customto yield a white solid, 2.46 g, 100%

Sources & evidence

ORD record
ord-cd87010a86ed4f1daf5a8d2e639782ff
Source dataset
uspto-grants-2016_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09434762B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes