1,4-Dideoxy-1,4-iminothreitol → ((3S,4S)-3,4-dihydroxypyrrolidin-1-yl)(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanone

HRID 38006

Reaction equation

HRID 38006 reaction equation
[CH3:1][C:2]1([CH3:18])[C:6]([CH3:8])([CH3:7])[O:5][B:4]([C:9]2[CH:17]=[CH:16][C:12]([C:13]([OH:15])=O)=[CH:11][CH:10]=2)[O:3]1.[NH:19]1[CH2:23][C@H:22]([OH:24])[C@@H:21]([OH:25])[CH2:20]1>>[OH:25][C@@H:21]1[C@@H:22]([OH:24])[CH2:23][N:19]([C:13]([C:12]2[CH:11]=[CH:10][C:9]([B:4]3[O:5][C:6]([CH3:7])([CH3:8])[C:2]([CH3:1])([CH3:18])[O:3]3)=[CH:17][CH:16]=2)=[O:15])[CH2:20]1

Participants

3

Reactant 2

HCID 1461981,4-Dideoxy-1,4-iminothreitolHCID 27346214-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid

Product 1

HCID 66960166((3S,4S)-3,4-dihydroxypyrrolidin-1-yl)(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanone

Procedure

The title compound was prepared by the procedure as described in Example 101 (Step H) using 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid and (3S,4S)-pyrrolidine-3,4-diol.

Sources & evidence

ORD record
ord-41f03660fd3e4b6c87011af3b87c8562
Source dataset
uspto-grants-2013_09
Patent number
US08524702B2

Linked notes

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