반응 #57412

ord-fba9cc6497f849189f6520cea1fab0f0

반응 방정식

[NH4+].[OH-]
ammonium hydroxide
O=C[O-].[NH4+]
ammonium formate
O=C(O)C(=O)C12CC3CC(CC(O)(C3)C1)C2
(3-hydroxy-adamantan-1-yl)-oxo-acetic acid
N[C@H](C(=O)O)C12CC3CC(CC(O)(C3)C1)C2
(S)-amino-(3-hydroxy-adamantan-1-yl)-acetic acid
수율 105.5%

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    workup.ADDITIONthe solution was added to the bottle
  2. 2
    workup.ADDITIONcontaining the Escherichia coli
  3. 3
    추출extract
  4. 4
    온도The bottle was maintained at 400 on a shaker at 40 rpm
  5. 5
    workup.ADDITIONConcentrated ammonium hydroxide was added periodically
  6. 6
    온도to maintain pH 8.0 After 38 hours

실험 절차

A 266 ml solution was prepared containing ammonium formate (16.74 g, 0.2654 moles) and (3-hydroxy-adamantan-1-yl)-oxo-acetic acid (29.76 g, 0.1327 moles) and brought to pH 8.0 with 12.7 ml concentrated ammonium hydroxide. AND (372 mg, 0.561 mmoles) and dithiothreitol (81.8 mg, 0.530 mmoles) were added, then the solution was added to the bottle containing the Escherichia coli extract. The bottle was maintained at 400 on a shaker at 40 rpm. Concentrated ammonium hydroxide was added periodically to maintain pH 8.0 After 38 hours, the solution contained 31.5 grams (0.140 moles, 100% yield) (S)-amino-(3-hydroxy-adamantan-1-yl)-acetic acid as measured by HPLC analysis and no R-enantiomer of the amino acid.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07420079B2uspto-grants-2008_09