Hydrochloric Acid → HCID 69779784, compound

HRID 2187895Notes

Reaction equation

HRID 2187895 reaction equation
C[O:2][C:3](=[O:29])[CH2:4][NH:5][C:6]([C:8]1[C:17]2[C:12](=[CH:13][CH:14]=[C:15]([O:18][Si:19]([CH:26]([CH3:28])[CH3:27])([CH:23]([CH3:25])[CH3:24])[CH:20]([CH3:22])[CH3:21])[CH:16]=2)[CH:11]=[CH:10][CH:9]=1)=[O:7].O.[OH-].[Li+:32].Cl>C1COCC1.O>[Li+:32].[CH:26]([Si:19]([CH:20]([CH3:22])[CH3:21])([CH:23]([CH3:25])[CH3:24])[O:18][C:15]1[CH:16]=[C:17]2[C:12]([CH:11]=[CH:10][CH:9]=[C:8]2[C:6]([NH:5][CH2:4][C:3]([O-:29])=[O:2])=[O:7])=[CH:13][CH:14]=1)([CH3:27])[CH3:28]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 168937Lithium hydroxide, monohydrateHCID 18475827HCID 18475827, compound

Product 1

HCID 69779784HCID 69779784, compound

Reagents, catalysts & solvents 1

HCID 21881883Oxolane--water (1/1)Solvent

Procedure

To a solution of N-[7-(triisopropylsilyloxy)naphthalene-1-carbonyl]glycine methyl ester, as described above in Step C, (175 mg, 0.42 mmol) in 4:1 THF/water (5 mL) at ambient temperature was added lithium hydroxide monohydrate (18 mg, 0.44 mmol). After 30 min, the solution was adjusted to pH 7 with 1.0 N hydrochloric acid and concentrated in vacuo. The residue was concentrated from toluene in vacuo (3×10 mL) to give the titled product.

Workup

  1. concentrationconcentrated in vacuo
  2. concentrationThe residue was concentrated from toluene in vacuo (3×10 mL)

Sources & evidence

ORD record
ord-eef77a7bfa014732a7c07da2c54e9e80
Source dataset
uspto-grants-2002_06
Patent number
US06410534B1

Reaction notes

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