Hydrochloric Acid → HCID 131733185, compound

HRID 1526782Notes

Reaction equation

HRID 1526782 reaction equation
C(OC([NH:8][CH2:9][C:10]([NH:12][CH:13]([C:20]1[CH:25]=[C:24]([C:26]([CH3:29])([CH3:28])[CH3:27])[CH:23]=[C:22]([C:30]([CH3:33])([CH3:32])[CH3:31])[CH:21]=1)[CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])=[O:11])=O)(C)(C)C.[ClH:34]>O1CCOCC1>[ClH:34].[NH2:8][CH2:9][C:10]([NH:12][C@H:13]([C:20]1[CH:25]=[C:24]([C:26]([CH3:29])([CH3:28])[CH3:27])[CH:23]=[C:22]([C:30]([CH3:31])([CH3:33])[CH3:32])[CH:21]=1)[CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])=[O:11]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 131733187HCID 131733187, compound

Product 1

HCID 131733185HCID 131733185, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

To a solution of S)-ethyl 3-(2-((tert-butoxycarbonyl)amino)acetamido)-3-(3,5-di-tert-butylphenyl)propanoate (163.4 mg, 0.35 mmol) in 1,4-dioxane (2 mL) was added 4.0 M HCl solution in 1,4-dioxane and the reaction mixture was stirred at room temperature for 1 h. Evaporation of the solvent in vacuo and the crystallization of the residue from ethyl acetate/hexanes mixture afforded a colorless foamy solid (153.0 mg). LC-MS analysis of the solid shows the desired product's mass: m/z 363 (M+H) and m/z 725 (2M+H); Calcd for C21H34N2O3: 362.51.

Workup

  1. customEvaporation of the solvent in vacuo
  2. customthe crystallization of the residue from ethyl acetate/hexanes mixture

Sources & evidence

ORD record
ord-5de53c87a51f4f33990d451e610d84d8
Source dataset
uspto-grants-2015_07
Patent number
US09085606B2

Reaction notes

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