Benzyloxycarbonylglycine → 7-(N-benzyloxycarbonylglycyl)-1,4-dithia-7-azaspiro[4.4]nonane-8(S)-carboxylic acid, ethyl ester

HRID 2226407Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2226407
C(O[C:9]([N:11]1[C@H:19]([C:20]([O:22][CH2:23][CH3:24])=[O:21])[CH2:18][C:13]2([S:17][CH2:16][CH2:15][S:14]2)[CH2:12]1)=[O:10])C1C=CC=CC=1.S1C2(C[C@@H](C(OCC)=O)NC2)SCC1.[CH2:39]([O:46][C:47]([NH:49][CH2:50]C(O)=O)=[O:48])[C:40]1[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=1>>[CH2:39]([O:46][C:47]([NH:49][CH2:50][C:9]([N:11]1[C@H:19]([C:20]([O:22][CH2:23][CH3:24])=[O:21])[CH2:18][C:13]2([S:14][CH2:15][CH2:16][S:17]2)[CH2:12]1)=[O:10])=[O:48])[C:40]1[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=1

Komponenten

4

Edukt 3

HCID 14349BenzyloxycarbonylglycineHCID 145152521,4-dithia-7-azaspiro-[4.4]nonane-8(S)-carboxylic acid, ethyl esterHCID 145409887-benzyloxycarbonyl-1,4-dithia-7-azaspiro [4.4]nonane-8(S)carboxylic acid, ethyl ester

Produkt 1

HCID 133736297-(N-benzyloxycarbonylglycyl)-1,4-dithia-7-azaspiro[4.4]nonane-8(S)-carboxylic acid, ethyl ester

Versuchsvorschrift

Convert 2.22 g of 7-benzyloxycarbonyl-1,4-dithia-7-azaspiro[4.4]nonane-8(S)-carboxylic acid, ethyl ester (prepared as described in paragraph A) to 1,4-dithia-7-azaspiro-[4.4]nonane-8(S)-carboxylic acid, ethyl ester as described in Example 23 and couple this compound with 1.5 g of N-benzyloxycarbonylglycine, N-hydroxysuccinimide ester as described in Example 23 to yield 7-(N-benzyloxycarbonylglycyl)-1,4-dithia-7-azaspiro[4.4]nonane-8(S)-carboxylic acid, ethyl ester, a yellow oil [α]D26 -21.0°.

Quellen und Nachweise

ORD-Eintrag
ord-37317184dbbd47e4b2c127eae86773df
Quelldatensatz
uspto-grants-1994_09
Patentnummer
US05348944

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