Hydrochloric Acid → HCID 67463716, compound

HRID 2043757Notes

Reaction equation

HRID 2043757 reaction equation
[OH:1][CH2:2][C@H:3]([NH:18]C(=O)OC(C)(C)C)[C:4]([N:6]([CH3:17])[C@H:7]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH2:10][CH2:9][CH2:8]1)=[O:5].[ClH:26].CCOCC>CO>[ClH:26].[NH2:18][C@@H:3]([CH2:2][OH:1])[C:4]([N:6]([CH3:17])[C@H:7]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH2:10][CH2:9][CH2:8]1)=[O:5]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 86658941HCID 86658941, compound2×

Product 1

HCID 67463716HCID 67463716, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 1,1-dimethylethyl [(1S)-1-(hydroxymethyl)-2-[methyl[(1R)-1,2,3,4-tetrahydro-1-naphthalenyl]amino]-2-oxoethyl]carbamate (1.11 g, 3.19 mmol) (i.e. the product of Example 17, Step A) in methanol (15 mL) was added a 2 M solution of hydrogen chloride in ether (15 mL, 30 mmol), and the reaction mixture was stirred at room temperature for 3 h. The reaction mixture was concentrated in vacuo and the resulting residue was dissolved in methanol and concentrated in vacuo again. The residue was dried in high vacuum to give 750 mg of the title compound as a white solid.

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. dissolutionthe resulting residue was dissolved in methanol
  3. concentrationconcentrated in vacuo again
  4. customThe residue was dried in high vacuum

Sources & evidence

ORD record
ord-728a4d5263644a2a95376a48ccf3f69e
Source dataset
uspto-grants-2013_11
Patent number
US08586611B2

Reaction notes

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