(R)-(-)-Tetrahydrofurfurylamine → HCID 24772679, compound

HRID 1015602Notes

Reaction equation

[F:1][C:2]1[CH:25]=[CH:24][CH:23]=[C:22]([C:26]([F:29])([F:28])[F:27])[C:3]=1[C:4]([NH:6][C:7]1[S:18][C:10]2[C:11]([CH3:17])([CH3:16])[O:12][C:13]([CH3:15])([CH3:14])[C:9]=2[C:8]=1[C:19]([OH:21])=O)=[O:5].[NH2:30][CH2:31][C@H:32]1[CH2:36][CH2:35][CH2:34][O:33]1>>[F:1][C:2]1[CH:25]=[CH:24][CH:23]=[C:22]([C:26]([F:27])([F:28])[F:29])[C:3]=1[C:4]([NH:6][C:7]1[S:18][C:10]2[C:11]([CH3:17])([CH3:16])[O:12][C:13]([CH3:15])([CH3:14])[C:9]=2[C:8]=1[C:19]([NH:30][CH2:31][C@H:32]1[CH2:36][CH2:35][CH2:34][O:33]1)=[O:21])=[O:5]

Participants

Reactant 2

HCID 2734124(R)-(-)-Tetrahydrofurfurylamine

HCID 67300640HCID 67300640, compound

Product 1

HCID 24772679HCID 24772679, compound

Procedure

The title compound was prepared from the product of Example 45A and commercially available (R)-2-aminomethyltetrahydrofuran using the procedure described for Example 2B. 1H NMR (DMSO-d6, 300 MHz) δ 1.45 (s, 6H), 1.48 (s, 6H), 1.50-1.58 (m, 2H), 1.66-0.191 (m, 3H), 3.13-3.29 (m, 2H), 3.39-3.46 (m, 1H), 3.60-3.67 (m, 1H), 3.85-3.94 (m, 1H), 7.69-7.82 (m, 3H), 8.03 (t, J=5.8 Hz, 1H), 11.42 (br s, 1H). MS (ESI+) m/z 515 (M+H)+.

Sources & evidence

ORD record: ord-741f799c21d34d4d88a85d1b84bdb3ea
Source dataset: uspto-grants-2011_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07985768B2

Reaction notes

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