Ammonium Hydroxide → (S)-2-amino-6-(3-oxocyclobutanecarboxamido)hexanoic acid

HRID 1625697Notes

Reaction equation

HRID 1625697 reaction equation
[NH2:1][C@@H:2]([CH2:7][CH2:8][CH2:9][CH2:10][NH:11][C:12]([CH:14]1[CH2:17][C:16](=[O:18])[CH2:15]1)=[O:13])[C:3]([O:5]C)=[O:4].[NH4+].[OH-]>O>[NH2:1][C@@H:2]([CH2:7][CH2:8][CH2:9][CH2:10][NH:11][C:12]([CH:14]1[CH2:17][C:16](=[O:18])[CH2:15]1)=[O:13])[C:3]([OH:5])=[O:4]

Participants

4

Reactant 2

HCID 14923Ammonium HydroxideHCID 58481186(S)-methyl 2-amino-6-(3-oxocyclobutanecarboxamido)hexanoate

Product 1

HCID 58481195(S)-2-amino-6-(3-oxocyclobutanecarboxamido)hexanoic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

(S)-methyl 2-amino-6-(3-oxocyclobutanecarboxamido)hexanoate (0.297 g) and 18 mL H2O were put in a 40 mL glass vial. To the resulting clear solution was added 2.2 mL 1N NH4OH, and the reaction was shaken at ambient temperature for 22 hours, at which time the LCMS analysis revealed a complete reaction. The reaction mixture was frozen and lyophilized, affording (S)-2-amino-6-(3-oxocyclobutanecarboxamido)hexanoic acid (TU3205-030) as colorless crystals. MS (ESI+): m/z 243.20 (MH+).

Workup

  1. customa complete reaction
  2. temperatureThe reaction mixture was frozen

Sources & evidence

ORD record
ord-f16c5cf7b3ae4711a1a8bec62b5e15eb
Source dataset
uspto-grants-2014_07
Patent number
US08785151B2

Reaction notes

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