Hydrochloric Acid → HCID 21304717, compound

HRID 2414667Notes

Reaction equation

HRID 2414667 reaction equation
[C:1]([O:4][CH2:5][C:6]#[C:7][CH2:8][O:9][C:10]1[CH:15]=[CH:14][C:13]([S:16]([N:19]2[CH2:24][CH2:23][S:22][C:21]([CH3:26])([CH3:25])[C@@H:20]2[C:27]([O:29]C(C)(C)C)=[O:28])(=[O:18])=[O:17])=[CH:12][CH:11]=1)(=[O:3])[CH3:2].Cl>ClCCl>[C:1]([O:4][CH2:5][C:6]#[C:7][CH2:8][O:9][C:10]1[CH:15]=[CH:14][C:13]([S:16]([N:19]2[CH2:24][CH2:23][S:22][C:21]([CH3:25])([CH3:26])[C@@H:20]2[C:27]([OH:29])=[O:28])(=[O:18])=[O:17])=[CH:12][CH:11]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 21304725HCID 21304725, compound

Product 1

HCID 21304717HCID 21304717, compoundYield 86.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Through a solution of 0.250 g (0.503 mmol) of tert-butyl(3S)-4-[(4-{[4-(acetyloxy)-2-butynyl]oxy}phenyl)sulfonyl]-2,2-dimethyl-3-thiomorpholine carboxylate in 10 mL of dichloromethane was bubbled hydrogen chloride gas for 10 minutes. The reaction was then stoppered and let sit overnight at room temperature. The solvent was evaporated to give 0.192 g of (3S)-4-[(4-{[4-(acetyloxy)-2-butynyl]oxy}phenyl)sulfonyl]-2,2-dimethyl-3-thiomorpholine carboxylic acid as a colorless oil. Electrospray Mass Spec 440.1 (M−H)−

Workup

  1. customThe solvent was evaporated

Sources & evidence

ORD record
ord-e725940a33634701bc258ffa852d4170
Source dataset
uspto-grants-2004_11
Patent number
US06812227B2

Reaction notes

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