Tris(hydroxymethyl)aminomethane → HCID 18648364, Verbindung

HRID 466648

Reaktionsgleichung

Reaktionsgleichung von HRID 466648
[OH:1][C@H:2]1[C@H:16](/[CH:17]=[CH:18]/[CH2:19][C:20]([OH:26])([CH3:25])[CH2:21][CH2:22][CH2:23][CH3:24])[C@@H:5]([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12]([O:14]C)=[O:13])[C:4](=[O:27])[CH2:3]1.[CH2:28](O)C(N)(CO)CO>>[CH3:28][CH:11]([CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][C@@H:5]1[C@@H:16](/[CH:17]=[CH:18]/[CH2:19][C:20]([OH:26])([CH3:25])[CH2:21][CH2:22][CH2:23][CH3:24])[C@H:2]([OH:1])[CH2:3][C:4]1=[O:27])[C:12]([OH:14])=[O:13]

Komponenten

3

Edukt 2

HCID 6503Tris(hydroxymethyl)aminomethaneHCID 5282381Misoprostol

Produkt 1

HCID 18648364HCID 18648364, Verbindung

Versuchsvorschrift

To a stirred suspension of 3.1 g of (±) methyl 11α,16-dihydroxy-16-methyl-9-oxoprost-13E-en-1-oate in 20 ml Tris buffer (pH 8.0) is added 50 ml porcine liver esterase (Sigma, St. Louis, Mo.). After 3 hours of stirring at room temperature, the reaction is extracted with 4 portions of ethyl acetate, the extracts combined, dried (Na2SO4), evaporated and chromatographed on silica gel to give 2.8 g of (±) methyl 11α,16-dihydroxy-16-methyl-9-oxoprost-13E-en-1-oic acid.

Aufarbeitung

  1. additionis added 50 ml porcine liver esterase (Sigma, St. Louis, Mo.)
  2. extractionthe reaction is extracted with 4 portions of ethyl acetate
  3. dry with materialdried (Na2SO4)
  4. customevaporated
  5. customchromatographed on silica gel

Quellen und Nachweise

ORD-Eintrag
ord-113c83e1b46849c6a1585ff4034b7468
Quelldatensatz
uspto-grants-1992_10
Patentnummer
US05157052

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