Demannose → HCID 135890154, compound

HRID 539876Notes

Reaction equation

[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([O:19][CH2:20][CH2:21][CH3:22])=[C:6]([C:8]2[NH:13][C:12](=[O:14])[C:11]([Br:15])=[C:10]([CH:16]([CH3:18])[CH3:17])[N:9]=2)[CH:7]=1.[O:23]=[CH:24][C@H:25]([C@H:27]([C@@H:29]([C@@H:31]([CH2:33][OH:34])[OH:32])[OH:30])O)[OH:26]>>[Br:15][C:11]1[C:12](=[O:14])[NH:13][C:8]([C:6]2[CH:7]=[C:2]([NH:1][CH:33]3[CH:31]([OH:32])[CH:29]([OH:30])[CH:27]([CH:25]([OH:26])[CH2:24][OH:23])[O:34]3)[CH:3]=[CH:4][C:5]=2[O:19][CH2:20][CH2:21][CH3:22])=[N:9][C:10]=1[CH:16]([CH3:18])[CH3:17]

Participants

Reactant 2

HCID 161658Demannose

HCID 136197376HCID 136197376, compound

Product 1

HCID 135890154HCID 135890154, compound

Procedure

The title compound was prepared by reacting the compound of example 34 with mannose in the same manner as that of example 77. 1H NMR (DMSO-d6) δ: 7.47 (1H, d), 7.21 (1H, dd), 7.09 (1H, d), 4.75 (1H, d), 4.01 (2H, t), 3.78-3.37 (7H, m), 2.57 (2H, q), 2.46 (2H, q), 1.72 (2H, m), 1.18 (6H, d), 0.95 (3H, t).

Sources & evidence

ORD record: ord-818318fbbfbd444f9e4829d4790cba83
Source dataset: uspto-grants-2014_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08871777B2

Reaction notes

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