Phosphoric Acid → HCID 58972470, compound

HRID 30993Notes

Reaction equation

HRID 30993 reaction equation
[CH3:1][O:2][C:3](=[O:29])[CH2:4][N:5]1[C:11](=[O:12])[C@@H:10]([NH:13]C(OC(C)(C)C)=O)[C:9]2[CH:21]=[CH:22][CH:23]=[CH:24][C:8]=2[C:7]2[CH:25]=[CH:26][CH:27]=[CH:28][C:6]1=2.P(=O)(O)(O)O.[OH-].[Na+]>ClCCl>[CH3:1][O:2][C:3](=[O:29])[CH2:4][N:5]1[C:11](=[O:12])[C@@H:10]([NH2:13])[C:9]2[CH:21]=[CH:22][CH:23]=[CH:24][C:8]=2[C:7]2[CH:25]=[CH:26][CH:27]=[CH:28][C:6]1=2

Participants

5

Reactant 3

HCID 1004Phosphoric AcidHCID 14798Sodium HydroxideHCID 58972533((S)-7-tert-Butoxycarbonylamino-6-oxo-6,7-dihydro-dibenzo[b,d]azepin-5-yl)-acetic acid methyl ester

Product 1

HCID 58972470HCID 58972470, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

((S)-7-tert-Butoxycarbonylamino-6-oxo-6,7-dihydro-dibenzo[b,d]azepin-5-yl)-acetic acid methyl ester (60 mg, 0.15 mmol) were dissolved in dichloromethane (3 ml), treated with 0.15 ml (2.3 mmol) orthophosphoric acid and stirred for 18 .h The reaction mixture is adjusted to pH 7.5 with 2N aqueous sodium hydroxide, diluted with dichloromethane (5 ml) and the phases separated. After extraction of the organic phases with water (5 ml) and saturated aqueous sodium chloride (5 ml), the solution is dried with magnesium sulfate and evaporated to dryness. White solid (60%); MS: m/e=297(M+H+), which was used without further purification.

Workup

  1. customthe phases separated
  2. extractionAfter extraction of the organic phases with water (5 ml) and saturated aqueous sodium chloride (5 ml)
  3. dry with materialthe solution is dried with magnesium sulfate
  4. customevaporated to dryness
  5. customMS: m/e=297(M+H+), which was used without further purification

Sources & evidence

ORD record
ord-50155863f6ec4ac090cace69e4b37baf
Source dataset
uspto-grants-2008_09
Patent number
US07425551B2

Reaction notes

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