Aniline → HCID 11548237, compound

HRID 1435097Notes

Reaction equation

[N:1]([C@H:4]([C@H:25]1[O:29][C:28](=[O:30])[C@H:27]([CH:31]([CH3:33])[CH3:32])[CH2:26]1)[CH2:5][C@H:6]([CH2:10][C:11]1[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[C:13]([O:19][CH2:20][CH2:21][CH2:22][O:23][CH3:24])[CH:12]=1)[CH:7]([CH3:9])[CH3:8])=[N+]=[N-].[NH2:34][C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1>>[C:35]1([NH:34][C:28](=[O:30])[C@H:27]([CH:31]([CH3:33])[CH3:32])[CH2:26][C@H:25]([OH:29])[C@@H:4]([NH2:1])[CH2:5][C@H:6]([CH2:10][C:11]2[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[C:13]([O:19][CH2:20][CH2:21][CH2:22][O:23][CH3:24])[CH:12]=2)[CH:7]([CH3:9])[CH3:8])[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1

Participants

Reactant 2

HCID 6115Aniline

HCID 117755735(S)-[1(S)-Azido-3(S)-[4-methoxy-3-(3-methoxypropoxy)benzyl]-4-methylpentyl]-3(S)-isopropyldihydrofuran-2-one

Product 1

HCID 11548237HCID 11548237, compound

Procedure

Analogously to Method C, 0.466 g of 5(S)-{1(S)-azido-3(S)-[4-methoxy-3-(3-methoxypropoxy)benzyl]-4-methylpentyl}-3(S)-isopropyidihydrofuran-2-one [324763-46-4] and 0.11 ml of aniline are reacted. The title compound is obtained as a colourless oil. Rf=0.53 (2:1 EtOAc-heptane); Rt=5.41 minutes (gradient I).

Sources & evidence

ORD record: ord-56c614e48c0347c19cea42ffe3fb197d
Source dataset: uspto-grants-2009_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07615664B2

Reaction notes

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