1,3-Dithiolane → Ethyl acetate hexane

HRID 439397

Reaction equation

S1CCSC1.N(C(OC[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)=O)[C@H](C(N[C@H:15]([C:18]([O:20][CH2:21][CH3:22])=[O:19])CC)=O)CC(C)C.NCC1C=CC2C(=CC=CC=2)N=1>>[CH3:22][CH2:21][O:20][C:18]([CH3:15])=[O:19].[CH3:31][CH2:32][CH2:27][CH2:28][CH2:29][CH3:30]

Participants

Reactant 3

HCID 209701,3-Dithiolane

HCID 30143782-Aminomethylquinoline

HCID 101658032HCID 101658032, compound

Product 1

HCID 21226206Ethyl acetate hexaneYield 16%

Procedure

This compound was prepared from 1,3-dithiolane derivative of Z-Leu-Abu-COOEt and 2-aminomethylquinoline by the procedure described in Example 38, and purified by column chromatography using AcOEt/hexane 2:1 (16% yield). Yellow solid, single spot on TLC, Rf =0.27 (AcOEt/hexane 2:1), mp 135°-138° C. 1H NMR (CDCl3) ok, MS (FAB) m/e=519 (M+1). Anal: calcd. for C29H34N4O5, 518; C, 67.16; H, 6.60; N, 10.80. Found, C, 66.89; H, 6.68; N, 10.61.

Workup

custompurified by column chromatography

Sources & evidence

ORD record: ord-662cdbc14dcd4809ad99d32ccf3e66e0
Source dataset: uspto-grants-1996_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05514694

Linked notes

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