(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanal → (2R,3R,4S,5S)-2,3,4,5-tetrahydroxyhexanal

Reaction equation

[O:1]=[CH:2][C@@H:3]([C@H:5]([C@H:7]([C@@H:9]([CH2:11]O)[OH:10])[OH:8])[OH:6])[OH:4].O=C[C@@H]([C@H]([C@@H]([C@@H](CO)O)O)O)O>>[O:1]=[CH:2][C@@H:3]([C@@H:5]([C@H:7]([C@H:9]([CH3:11])[OH:10])[OH:8])[OH:6])[OH:4]

Participants

Reactant 2

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

HCID 3037556(2R,3S,4S,5R)-2,3,4,5,6-pentahydroxyhexanal

Product 1

HCID 19233(2R,3R,4S,5S)-2,3,4,5-tetrahydroxyhexanal

Procedure

a polysaccharide consisting of galactose, glucose and rhamnose (5:1:1) is obtained by the strain Lactobacillus bulgaricus rr (ref. 10);

Sources & evidence

ORD record: ord-90c052e60cce43a68bdba829a919beb9
Source dataset: uspto-grants-1999_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05955602

Reaction notes

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