1,4-Dioxane hydrochloride → HCID 59543035, compound

HRID 1045832Notes

Reaction equation

HRID 1045832 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-2f755cebb75d4d8280f0a46c30814ce6
Source dataset
uspto-grants-2013_10
Patent number
US08569307B2

Reaction notes

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