Triethylamine → HCID 86754460, compound

HRID 617901Notes

Reaction equation

HRID 617901 reaction equation
[CH2:1]([O:3][P:4]([CH2:7][C:8]1([C:13]([NH:15][C@H:16]2[CH2:22][CH2:21][C:20]3[CH:23]=[CH:24][CH:25]=[CH:26][C:19]=3[N:18]([CH2:27][C:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29])[C:17]2=[O:35])=[O:14])[CH2:12][CH2:11][CH2:10][CH2:9]1)([OH:6])=[O:5])[CH3:2].C(N(CC)CC)C.[C:43]([O:49][CH2:50]Cl)(=[O:48])[C:44]([CH3:47])([CH3:46])[CH3:45].CN(C1C=CC=CN=1)C>C(Cl)Cl>[C:43]([O:49][CH2:50][CH:7]([P:4]([OH:6])([O:3][CH2:1][CH3:2])=[O:5])[C:8]1([C:13]([NH:15][C@H:16]2[CH2:22][CH2:21][C:20]3[CH:23]=[CH:24][CH:25]=[CH:26][C:19]=3[N:18]([CH2:27][C:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29])[C:17]2=[O:35])=[O:14])[CH2:12][CH2:11][CH2:10][CH2:9]1)(=[O:48])[C:44]([CH3:47])([CH3:46])[CH3:45]

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 218852-DimethylaminopyridineHCID 87885Chloromethyl pivalateHCID 15859184HCID 15859184, compound

Product 1

HCID 86754460HCID 86754460, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

0.6 g of tert-butyl (3S)-3-(1-ethylphosphono-methylcyclopentane-1-carbonylamino)-2,3,4,5-tetrahydro-2-oxo-1H-1-benzazepine-1-acetate (preparation see Example 17) were reacted with 1.73 ml of triethylamine, 0.86 ml of pivaloyloxymethyl chloride and 0.1 g of dimethylaminopyridine according to the method indicated in Example 6. After chromatography on silica gel (eluent: ethyl acetate), 392 mg of the title compound were obtained as a viscous resin, IR=1740, 1650 cm-1 (CH2Cl2); [α]D20 =-122.90° (c=0.257 in methanol).

Sources & evidence

ORD record
ord-b5cce91e2f29467890f09eda324a6bca
Source dataset
uspto-grants-1999_09
Patent number
US05952327

Reaction notes

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