Trityl chloride → Trt-Phe-Gly

HRID 989572

Reaktionsgleichung

Reaktionsgleichung von HRID 989572
[CH:1]1[CH:2]=[CH:3][C:4]([CH2:7][C@H:8]([NH2:16])[C:9]([NH:11][CH2:12][C:13]([OH:15])=[O:14])=[O:10])=[CH:5][CH:6]=1.[C:17](Cl)([C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>O.CC(O)C.C(NCC)C>[NH:16]([C:17]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)([C:30]1[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=1)[C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1)[C@H:8]([C:9]([NH:11][CH2:12][C:13]([OH:15])=[O:14])=[O:10])[CH2:7][C:4]1[CH:5]=[CH:6][CH:1]=[CH:2][CH:3]=1

Komponenten

6

Edukt 2

HCID 6456Trityl chlorideHCID 6992304Phe-Gly

Produkt 1

HCID 101008440Trt-Phe-GlyAusbeute 64,6 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 962WaterLösungsmittel2×HCID 3776IsopropanolLösungsmittelHCID 8021DiethylamineLösungsmittel

Versuchsvorschrift

Phe-Gly (manufactured and sold by PEPTIDE INSTITUTE INC., Japan, 1.1 g, 5 mmol) was dissolved in a 10 mixture of 2 ml of H2O, 2 ml of 2-propanol and 1.5 ml of diethylamine, to thereby obtain a solution. To the obtained solution was portionwise added trityl chloride (1.8 g, 6.5 mmol), followed by stirring for one hour. To the resultant reaction mixture was added H2O, to thereby generate a precipitate. The generated precipitate was collected, washed with water and then dissolved into 5 ml of acetic acid, to thereby obtain an acidic solution. The obtained acidic solution was evaporated to dryness under reduced pressure, to thereby obtain 1.5 g of Trt-Phe-Gly.

Aufarbeitung

  1. customto thereby obtain a solution
  2. customTo the resultant reaction mixture
  3. customThe generated precipitate was collected
  4. washwashed with water
  5. dissolutiondissolved into 5 ml of acetic acid
  6. customto thereby obtain an acidic solution
  7. customThe obtained acidic solution was evaporated to dryness under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-ec2caab609d54ce8b1e73269c188b4b9
Quelldatensatz
uspto-grants-2002_10
Patentnummer
US06458347B1

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