L-Lysine → HCID 22798342, compound

HRID 438008Notes

Reaction equation

HRID 438008 reaction equation
O=[CH:2][C@@H:3]([C@H:5]([C@@H:7]([C@@H:9]([CH2:11][OH:12])[OH:10])[OH:8])[OH:6])[OH:4].[NH2:13][C@H:14]([C:20]([OH:22])=[O:21])[CH2:15][CH2:16][CH2:17][CH2:18][NH2:19]>[Ni].[Pd]>[OH:4][CH:3]([CH:5]([OH:6])[CH:7]([OH:8])[CH:9]([OH:10])[CH2:11][OH:12])[CH2:2][NH:13][C@H:14]([C:20]([OH:22])=[O:21])[CH2:15][CH2:16][CH2:17][CH2:18][NH:19][CH2:2][CH:3]([OH:4])[CH:5]([OH:6])[CH:7]([OH:8])[CH:9]([OH:10])[CH2:11][OH:12]

Participants

5

Reactant 2

HCID 5962L-LysineHCID 107526(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanal

Product 1

HCID 22798342HCID 22798342, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 23938PalladiumCatalyst

Procedure

The starting materials were D-glucose and L-(+)-lysine in a molar ratio 2:1. The reductive amination took place using Raney nickel or palladium/activated carbon (10%) as a catalyst and heating for 2 hours to 50° C. and 4 hours to 70° C., a yellowish resin-like product being obtained.

Workup

  1. temperatureheating for 2 hours to 50° C. and 4 hours to 70° C.
  2. customa yellowish resin-like product being obtained

Sources & evidence

ORD record
ord-36c2af6699684dbcaf00567876e52cd3
Source dataset
uspto-grants-1977_06
Patent number
US04032676

Reaction notes

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