Isopropanol → HCID 11245646, compound

HRID 1294657Notes

Reaction equation

[N:1]12[CH2:8][CH2:7][CH:4]([CH2:5][CH2:6]1)[CH:3]([O:9][C:10]1[CH:15]=[CH:14][C:13]([S:16][C:17]3[CH:22]=[CH:21][C:20]([OH:23])=[CH:19][CH:18]=3)=[CH:12][CH:11]=1)[CH2:2]2.[CH:24](O)([CH3:26])[CH3:25]>>[CH:24]([O:23][C:20]1[CH:21]=[CH:22][C:17]([S:16][C:13]2[CH:12]=[CH:11][C:10]([O:9][CH:3]3[CH:4]4[CH2:7][CH2:8][N:1]([CH2:6][CH2:5]4)[CH2:2]3)=[CH:15][CH:14]=2)=[CH:18][CH:19]=1)([CH3:26])[CH3:25]

Participants

Reactant 2

HCID 3776Isopropanol

HCID 11738930HCID 11738930, compound

Product 1

HCID 11245646HCID 11245646, compound

Procedure

The product of Example 10A (80 mg, 0.24 mmol) was treated with isopropyl alcohol (60 mg, 1 mmol) according to the procedure of Example 1A. The title compound was purified by chromatography (SiO2, CH2Cl2:MeOH:NH3.H2O, 90:10:1, Rf. 0.5) as oil (80 mg, yield, 90%). 1H NMR (MeOH-d4, 300 MHz) δ 1.30 (d, J=6.1 Hz, 6H), 1.60–2.10 (m, 3H), 2.15–2.25 (m, 1H), 2.30–2.40 (m, 2H), 2,98–3.20 (m, 6H), 3.50–3.60 (m, 1H), 4.50–4.58(m, 1H), 7.70–4.78 (m, 1H), 6.87 (t, J =9.2 Hz), 4H), 7.23 (d, J=8.8 Hz, 2H), 7.24 (d, J=9.2 Hz, 2H) ppm. MS (DCl/NH3) m/z 370 (M+H)+.

Workup

customThe title compound was purified by chromatography (SiO2, CH2Cl2:MeOH:NH3.H2O, 90:10:1, Rf. 0.5) as oil (80 mg, yield, 90%)

Sources & evidence

ORD record: ord-702c1488da644eee8052918407940b3d
Source dataset: uspto-grants-2007_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07241773B2

Reaction notes

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