Hydrochloric Acid → HCID 178479578, compound

HRID 1908276Notes

Reaction equation

HRID 1908276 reaction equation
[CH:1]1([NH:4][C:5](=[O:24])[CH:6]([OH:23])[CH:7]([NH:15]C(=O)OC(C)(C)C)[CH2:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH2:3][CH2:2]1.[ClH:25].CO>ClCCl>[Cl-:25].[CH:1]1([NH:4][C:5](=[O:24])[CH:6]([OH:23])[CH:7]([NH3+:15])[CH2:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH2:2][CH2:3]1

Participants

5

Reactant 3

HCID 313Hydrochloric Acid2×HCID 887MethanolHCID 66645006Tert-butyl 4-(cyclopropylamino)-3-hydroxy-4-oxo-1-phenylbutan-2-ylcarbamate

Product 1

HCID 178479578HCID 178479578, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

tert-Butyl 4-(cyclopropylamino)-3-hydroxy-4-oxo-1-phenylbutan-2-ylcarbamate (780 mg, 2.332 mmol) in dichloromethane (30 ml) was stirred together with 2 ml of HCl (4 m solution in dioxane) for 3 h at room temperature, then 1 ml of HCl and 5 ml of methanol were added and the reaction mixture stirred over night. The mixture was concentrated under reduced pressure, co-evaporated 2× with toluene, the remainder then treated with n-pentane and dried to give 550 mg of a white solid; ESI-MS [M+H]+: 235.1.

Workup

  1. concentrationThe mixture was concentrated under reduced pressure
  2. additionthe remainder then treated with n-pentane
  3. customdried

Sources & evidence

ORD record
ord-2e326e834778453da808db0acf876a40
Source dataset
uspto-grants-2013_12
Patent number
US08598211B2

Reaction notes

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