(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanal → HCID 54538514, compound

HRID 1450139Notes

Reaction equation

HRID 1450139 reaction equation
O=C[C@@H]([C@H]([C@@H]([C@@H](CO)O)O)O)O.[C:13]([CH2:16][CH2:17][CH2:18][NH:19][CH2:20][C@@H:21]([C@H:23]([C@@H:25]([C@@H:27]([CH2:29][OH:30])[OH:28])[OH:26])[OH:24])[OH:22])([OH:15])=[O:14]>>[C:13]([CH2:16][CH2:17][CH2:18][NH:19][CH2:20][C@@H:21]1[O:22][C@:27]([OH:28])([CH2:29][OH:30])[C@@H:25]([OH:26])[C@@H:23]1[OH:24])([OH:15])=[O:14]

Participants

3

Reactant 2

HCID 107526(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanalHCID 22869668HCID 22869668, compound

Product 1

HCID 54538514HCID 54538514, compound

Procedure

The process of claim 1 in which D-glucose is aminated to N-3-carboxypropyl glucamine which in turn is oxidized to produce 6-(3-carboxypropyl)amino-6-deoxy-α-L-sorbofuranose which is reduced to produce N-(3-carboxypropyl)-1-deoxynojirimycin.

Sources & evidence

ORD record
ord-866c80a323934229a35b74d7fd3016b5
Source dataset
uspto-grants-1997_02
Patent number
US05602013

Reaction notes

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