Reacción #525187

ord-0045e3d370ba48e49958eaef34400e88

Ecuación de reacción

O=C[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO
D-glucose
CO
methanol
CC(O)C(N)C(=O)O
DL-threonine
→
CC(O)C(NCC(O)C(O)C(O)C(O)CO)C(=O)O
N-(2,3,4,5,6-pentahydroxy-hexyl)-DL-threonine

Reactantes

O=C[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO
D-glucose
—
75
CO
methanol
CC(O)C(N)C(=O)O
DL-threonine

Reactivos

[Ni]
Raney nickel
[Pd]
palladium

Disolventes

O
water

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otroyielded a product

Procedimiento

The starting materials were D-glucose and DL-threonine. The reductive amination was carried out using Raney nickel or palladium/activated carbon (10%) and yielded a product having a melting point of 219° C. (decomposition) and a RF -value of 0.67 (determined on DC-finished plates of silica gel G (Merck) with a transporting fluid made up of 75 parts by volume of methanol and 25 parts by volume of water).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US04032676uspto-grants-1977_06