Diethyl Ether → HCID 20132370, compound

HRID 845333Notes

Reaction equation

HRID 845333 reaction equation
C([O:5][C:6](=[O:9])CI)(C)(C)C.CCOCC.C([O:19][C:20]([CH2:22][N:23]1[C:31]2[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=2)[C:25]([NH:33][CH:34](OCC)[CH2:35][C:36](=C=O)[C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=2)([CH3:32])[C:24]1=[O:48])=[O:21])(C)(C)C>CCCCCC>[C:20]([CH2:22][N:23]1[C:31]2[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=2)[C:25]([NH:33][CH:34]([C:6]([OH:9])=[O:5])[CH2:35][CH2:36][C:37]2[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=2)([CH3:32])[C:24]1=[O:48])([OH:19])=[O:21]

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 11021060Tert-butyl 2-iodoacetateHCID 131715631HCID 131715631, compound

Product 1

HCID 20132370HCID 20132370, compound

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

This above lactam was alkylated with t-butyliodoacetate as described in Example 1, Step B, to afford, after chromatography (silica, 2 ether: 1 hexane), 1-t-butyoxycarbonylmethyl 3-(1-ethoxy-carbonyl-3-phenylpropyl)amino-3-methyl-1,2-dihydro-2-oxo-3H-indole. NMR (CDCl3): δ1.1 (t, 3H); 1.5 (s, 9H); 1.55 (s, 3H); 1.8-3.2 (m, 6H); 3.9 (s, 2H); 4.4 (s, 2H); 7.1 (br.s., 9).

Workup

  1. customto afford

Sources & evidence

ORD record
ord-bdfa73a6307844fd887d45117e183d2b
Source dataset
uspto-grants-1988_07
Patent number
US04757068

Reaction notes

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