HCID 14842193, compound → HCID 136331494, compound

HRID 2254576Notes

Reaction equation

HRID 2254576 reaction equation
C(NC1SC(C(N[C@H](C(OCC)=O)CCC(OCC)=O)=O)=CC=1)C#C.[O:26]=[C:27]1[C:36]2[C:31](=[CH:32][CH:33]=[C:34]([CH2:37][N:38]([CH2:56][C:57]#[CH:58])[C:39]3[S:43][C:42]([C:44]([NH:46][C@H:47]([C:53]([O-:55])=[O:54])[CH2:48][CH2:49][C:50]([O-:52])=[O:51])=[O:45])=[CH:41][CH:40]=3)[CH:35]=2)[N:30]=[CH:29][N:28]1COC(=O)C(C)(C)C>>[O:26]=[C:27]1[C:36]2[C:31](=[CH:32][CH:33]=[C:34]([CH2:37][N:38]([CH2:56][C:57]#[CH:58])[C:39]3[S:43][C:42]([C:44]([NH:46][C@H:47]([C:53]([OH:55])=[O:54])[CH2:48][CH2:49][C:50]([OH:52])=[O:51])=[O:45])=[CH:41][CH:40]=3)[CH:35]=2)[N:30]=[CH:29][NH:28]1

Participants

3

Reactant 2

HCID 14842193HCID 14842193, compoundHCID 86747111HCID 86747111, compound

Product 1

HCID 136331494HCID 136331494, compound

Procedure

The product of step (a) was reacted with bromomethyl compound (4) as described in Example 1 and the resulting diethyl N-(5-(N-((3,4-dihydro-4-oxo-3-((pivaloyl)oxy)methyl-6-quinazolinyl)methyl)prop-2-ynylamino)thien-2-oyl-L-glutamate hydrolysed, as described in Example 1 for the corresponding benzoyl analogue, to give CB 3866.

Workup

  1. customto give CB 3866

Sources & evidence

ORD record
ord-a39f2cbd00f944e19fb97e33dc1fb872
Source dataset
uspto-grants-1993_08
Patent number
US05236927

Reaction notes

Loading…