Hydrochloric Acid → HCID 69526744, compound

HRID 719601Notes

Reaction equation

HRID 719601 reaction equation
[ClH:1].C(OC(=O)[NH:8][C@@H:9]1[C:13](=[O:14])[CH2:12][O:11][C@@H:10]1[CH3:15])(C)(C)C>O1CCOCC1>[ClH:1].[NH2:8][C@H:9]1[C@@H:10]([CH3:15])[O:11][CH2:12][C:13]1=[O:14]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 58736767HCID 58736767, compound

Product 1

HCID 69526744HCID 69526744, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

HCl in dioxane (4.0M, 9 ml) was added drop-wise with stirring over 1 minute to (2R, 3S) (2-methyl-4-oxo-tetrahydrofuran-3-yl)carbamic acid tert-butyl ester (0.372 g, 1.73 mmol). The mixture was stirred for 20 minutes then the solvents evaporated in vacuo to leave a residue which was azeotroped with toluene (2×20 ml) to leave (4S, 5R) 4amino-5-methyl-dihydro-furan-3-one hydrochloride as a white solid (266 mg, 100%). HPLC-MS, Rt=0.419 mins, 116.1 [M+H]+).

Workup

  1. customthe solvents evaporated in vacuo
  2. customto leave a residue which
  3. customwas azeotroped with toluene (2×20 ml)

Sources & evidence

ORD record
ord-2eeec48411d746e98138dc6f8639ef97
Source dataset
uspto-grants-2006_11
Patent number
US07132449B2

Reaction notes

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