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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 438000Generated: October 30, 2026

Glycine → HCID 21427698, compound

https://huagongshe.com/reaction/438000

Reaction equation

Participants

RoleNameHCIDCharge
ReactantGlycineHCID 750—
Reactant(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanalHCID 107526—
CatalystNickelHCID 935—
SolventMethanolHCID 887—
SolventWaterHCID 962—
ProductHCID 21427698HCID 2142769873.2%

Reaction Steps

A solution of 39.6 gm of D-glucose in 200 ml of water and 150 ml of methanol was added to a solution of 15 gm (0.2 mol) of glycine in 200 ml of water and 100 ml of methanol in an autoclave. Then, after the addition of 18.0 gm of Raney nickel, a hydrogenation was carried out in the autoclave with stirring at a pressure of 180 to 200 kg/cm2. The autoclave was heated in a progressive manner first for 2 hours to 50° C., subsequently for 2 hours to 70° C. and finally for 2 hours to 90° C. After separation of the catalyst by filtration and evaporation of the reaction solution in vacuum, the highly viscous residue obtained was allowed to stand for a few days. After crystallization had commenced the same was completed by crystallization from 100 ml of boiling methanol. 35 gm (73% of theory) of N-(2,3,4,5,6-pentahydroxy-hexyl)-glycine having a melting point of 172° to 177° C. (decomposition) were obtained. An analytically pure sample recrystallized from water/ 2-propanol melted at 175° to 180° C. with decomposition.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04032676
Source datasetuspto-grants-1977_06
ORD IDord-583dd6406413492db71d2ed560d8a58a
Source noteuspto-grants-1977_06