(+-)-Methionine → N-(2,3,4,5,6-pentahydroxy-hexyl)-DL-methionine

HRID 438006

Reaction equation

HRID 438006 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][CH:14]([C:19]([OH:21])=[O:20])[CH2:15][CH2:16][S:17][CH3:18]>[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][CH:14]([C:19]([OH:21])=[O:20])[CH2:15][CH2:16][S:17][CH3:18]

Participants

5

Reactant 2

HCID 876(+-)-MethionineHCID 107526(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanal

Product 1

HCID 9883282N-(2,3,4,5,6-pentahydroxy-hexyl)-DL-methionine

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 23938PalladiumCatalyst

Procedure

The product was made from D-glucose and DL-methionine using Raney nickel or palladium/activated carbon (10%) as a catalyst. The compound had a melting point of 245° C. (decomposition) and an RF -value of 0.71 (determined as indicated in Example K).

Sources & evidence

ORD record
ord-268bb50f91b54467b2bb24125f9700b3
Source dataset
uspto-grants-1977_06
Patent number
US04032676

Linked notes

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