3-(1-ethoxycarbonylnonylamino)-5-t-butoxycarbonylmethyl-2,3-dihydro-1,5-benzothiazepin-4(5H)-one → 5-carboxymethyl-3-(1-ethoxycarbonylnonylamino)-2,3-dihydro-1,5-benzothiazepin-4(5H)-one

HRID 1719127Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1719127
[CH2:1]([O:3][C:4]([CH:6]([NH:15][CH:16]1[C:22](=[O:23])[N:21]([CH2:24][C:25]([O:27]C(C)(C)C)=[O:26])[C:20]2[CH:32]=[CH:33][CH:34]=[CH:35][C:19]=2[S:18][CH2:17]1)[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14])=[O:5])[CH3:2]>Cl.O1CCOCC1>[C:25]([CH2:24][N:21]1[C:20]2[CH:32]=[CH:33][CH:34]=[CH:35][C:19]=2[S:18][CH2:17][CH:16]([NH:15][CH:6]([C:4]([O:3][CH2:1][CH3:2])=[O:5])[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14])[C:22]1=[O:23])([OH:27])=[O:26]

Komponenten

4

Edukt 1

HCID 202675763-(1-ethoxycarbonylnonylamino)-5-t-butoxycarbonylmethyl-2,3-dihydro-1,5-benzothiazepin-4(5H)-one

Produkt 1

HCID 134545685-carboxymethyl-3-(1-ethoxycarbonylnonylamino)-2,3-dihydro-1,5-benzothiazepin-4(5H)-oneAusbeute 72,8 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 313Hydrochloric AcidLösungsmittelHCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

1.7 g of the 3-(1-ethoxycarbonylnonylamino)-5-t-butoxycarbonylmethyl-2,3-dihydro-1,5-benzothiazepin-4(5H)-one obtained in Example 17 was dissolved in 12 ml of a 6N solution of hydrogen chloride in dioxane and then reacted at room temperature for an hour. After this solution was concentrated under reduced pressure, 0.6 ml of triethylamine was added to the residue. This product was purified by silica gel column chromatography using a 5:2 mixture of benzene and acetic acid as the eluent. Thus, there was obtained 1.1 g of the desired compound in the form of a colorless, transparent oily material.

Aufarbeitung

  1. customreacted at room temperature for an hour
  2. concentrationAfter this solution was concentrated under reduced pressure, 0.6 ml of triethylamine
  3. additionwas added to the residue
  4. customThis product was purified by silica gel column chromatography
  5. additiona 5:2 mixture of benzene and acetic acid as the eluent

Quellen und Nachweise

ORD-Eintrag
ord-a388d9c36ddd48019eee7dd60e7f2815
Quelldatensatz
uspto-grants-1985_09
Patentnummer
US04539150

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