Hydrochloric Acid → HCID 21304717, compound

HRID 2084962Notes

Reaction equation

HRID 2084962 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-8e1d511a763447ffa6493d527ee98585
Source dataset
uspto-grants-2004_04
Patent number
US06716833B2

Reaction notes

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