Benzoic acid, 4-amino-, 1,1-dimethylethyl ester → HCID 68581849, compound

HRID 2235054Notes

Reaction equation

HRID 2235054 reaction equation
[NH2:1][C:2]1[CH:14]=[CH:13][C:5]([C:6]([O:8][C:9]([CH3:12])([CH3:11])[CH3:10])=[O:7])=[CH:4][CH:3]=1.[O:15]=[C:16]1[O:20][CH2:19][C@H:18]([NH:21][C:22](=[O:31])[O:23][CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH2:17]1.[CH3:32][Al](C)C>ClCCl>[CH2:24]([O:23][C:22]([NH:21][C@@H:18]([CH2:19][OH:20])[CH2:17][C:16]([NH:1][C:2]1[CH:14]=[CH:13][C:5]([C:6]([O:8][C:9]([CH3:10])([CH3:11])[CH3:12])=[O:7])=[C:4]([CH3:32])[CH:3]=1)=[O:15])=[O:31])[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1

Participants

5

Reactant 3

HCID 233272Benzoic acid, 4-amino-, 1,1-dimethylethyl esterHCID 697924(R)-Benzyl (5-oxotetrahydrofuran-3-yl)carbamateHCID 16682925Trimethylaluminum

Product 1

HCID 68581849HCID 68581849, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

This is prepared analogously to Example 93d from tert.-butyl 4-amino-benzoate and benzyl(R)-(5-oxo-tetrahydrofuran-3-yl)-carbamate by reaction with trimethylaluminium in dichloromethane.

Sources & evidence

ORD record
ord-6b4ccea20d4c4929a14ad442be2f6df2
Source dataset
uspto-grants-2010_05
Patent number
US07714000B2

Reaction notes

Loading…