1,1-bis(1,1-dimethylethoxy)-N,N,N-trimethylamine → HCID 18439763, compound

HRID 457581Notes

Reaction equation

[CH2:1]([S:3]([C:6]1[CH:7]=[CH:8][C:9]([O:27][CH3:28])=[C:10]([NH:12][C:13]2[O:14][C:15]([C:18]3[CH:19]=[C:20]([C:24](=[O:26])[CH3:25])[CH:21]=[CH:22][CH:23]=3)=[CH:16][N:17]=2)[CH:11]=1)(=[O:5])=[O:4])[CH3:2].C(O[CH:34](OC(C)(C)C)[N:35]([CH3:37])[CH3:36])(C)(C)C>CN(C=O)C>[CH3:34][N:35]([CH3:37])/[CH:36]=[CH:25]/[C:24]([C:20]1[CH:21]=[CH:22][CH:23]=[C:18]([C:15]2[O:14][C:13]([NH:12][C:10]3[CH:11]=[C:6]([S:3]([CH2:1][CH3:2])(=[O:5])=[O:4])[CH:7]=[CH:8][C:9]=3[O:27][CH3:28])=[N:17][CH:16]=2)[CH:19]=1)=[O:26]

Participants

Conditions

Temperature: 130 °C

Procedure

The title compound (3.0 g, 7.5 mmol) from Example 200 was combined with dimethylformamide ditertbutylacetal (10.0 g, 4.9 mmol) in DMF (ca. 4 mL). After the reaction was stirred at 130° C. for 2 h, the excess solvent was evaporated under reduced pressure. The crude product was coated onto silica gel and chromatographed on silica gel using dichloromethane (98%) and methanol (20%) as eluent affording the title compound (1.6 g, 3.9 mmol) as a yellow solid.

Workup

customthe excess solvent was evaporated under reduced pressure
customchromatographed on silica gel

Sources & evidence

ORD record: ord-817ab05903ae40c2a03171bb4efff68c
Source dataset: uspto-grants-2007_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07189712B2

Reaction notes

Loading…