Reaktion #1832379

ord-68711916e3d741ebbce85e1723a5880c

Reaktionsgleichung

CC(C)(C)ON=C1C[C@@H](C(=O)O)N(C(=O)OC(C)(C)C)C1
(2S,4EZ)-1-(tert-butoxycarbonyl)-4-(tert-butoxyimino)-2-pyrrolidinecarboxylic acid
CCCCCc1ccc(C(=O)Cl)c(=O)o1
2-oxo-6-pentyl-2H-pyran-3-carbonyl chloride
c1cc2c(cc1CN1CCNCC1)OCO2
1-(1,3-benzodioxol-5-ylmethyl)piperazine
→
CCCCCc1ccc(C(=O)N2CC(=NOC(C)(C)C)C[C@H]2C(=O)N2CCN(Cc3ccc4c(c3)OCO4)CC2)c(=O)o1
title compound
CCCCCc1ccc(C(=O)N2CC(=NOC(C)(C)C)C[C@H]2C(=O)N2CCN(Cc3ccc4c(c3)OCO4)CC2)c(=O)o1
(3EZ,5S)-5-{[4-(1,3-benzodioxol-5-ylmethyl)-1-piperazinyl]carbonyl}-1-[(2-oxo-6-pentyl-2H-pyran-3-yl)carbonyl]-3-pyrrolidinone O-(tert-butyl)oxime

Edukte

CC(C)(C)ON=C1C[C@@H](C(=O)O)N(C(=O)OC(C)(C)C)C1
(2S,4EZ)-1-(tert-butoxycarbonyl)-4-(tert-butoxyimino)-2-pyrrolidinecarboxylic acid
CCCCCc1ccc(C(=O)Cl)c(=O)o1
2-oxo-6-pentyl-2H-pyran-3-carbonyl chloride
c1cc2c(cc1CN1CCNCC1)OCO2
1-(1,3-benzodioxol-5-ylmethyl)piperazine

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

Following the general method as outlined in Example 22, starting from (2S,4EZ)-1-(tert-butoxycarbonyl)-4-(tert-butoxyimino)-2-pyrrolidinecarboxylic acid, 2-oxo-6-pentyl-2H-pyran-3-carbonyl chloride, and 1-(1,3-benzodioxol-5-ylmethyl)piperazine the title compound was obtained in 59% purity by LC/MS. MS(ESI+): m/z=595.4.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07018988B2uspto-grants-2006_03