1,4-Dioxane hydrochloride → HCID 59543035, compound

HRID 1515237Notes

Reaction equation

HRID 1515237 reaction equation
[CH3:1][O:2][C:3](=[O:25])[CH2:4][C@@H:5]([NH:17]C(OC(C)(C)C)=O)[CH2:6][S:7][CH2:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][CH:10]=1.Cl.O1CCOCC1>ClCCl>[CH3:1][O:2][C:3](=[O:25])[CH2:4][C@@H:5]([NH2:17])[CH2:6][S:7][CH2:8][C:9]1[CH:10]=[CH:11][C:12]([O:15][CH3:16])=[CH:13][CH:14]=1

Participants

4

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 66974319HCID 66974319, compound

Product 1

HCID 59543035HCID 59543035, compoundYield 87.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

(R)-3-t-butoxycarbonylamino-4-(4-methoxy-benzylsulfanyl)-butyric acid methyl ester (30 g, 81.3 mmol) prepared in Step D was dissolved in dichloromethane (70 mL). 4N hydrochloric acid/1,4-dioxane solution (71 mL) was added thereto, and the mixture was stirred for 2 h at room temperature. After completion of the reaction, the reaction solution was concentrated under reduced pressure. To the residue were added dichloromethane (30 mL) and diethylether (150 mL). The resulting solid was filtered and dried to give the title compound (19.2 g, Yield 87%).

Workup

  1. customAfter completion of the reaction
  2. concentrationthe reaction solution was concentrated under reduced pressure
  3. additionTo the residue were added dichloromethane (30 mL) and diethylether (150 mL)
  4. filtrationThe resulting solid was filtered
  5. customdried

Sources & evidence

ORD record
ord-58f60a07ef6f443b8eba88cda1ee5084
Source dataset
uspto-grants-2012_07
Patent number
US08222414B2

Reaction notes

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