Metaperiodic acid → HCID 70601060, compound

HRID 2419843Notes

Reaction equation

HRID 2419843 reaction equation
[CH2:1]([NH:8][CH2:9][C@@H:10]([C@@H:12]([C@@H](CO)O)[OH:13])[OH:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl[C:19](OC1C=CC([N+]([O-])=O)=CC=1)=[O:20].I(O)(=O)(=O)=[O:32]>>[CH2:1]([N:8]1[CH2:9][C@@H:10]([CH:12]([OH:13])[OH:32])[O:11][C:19]1=[O:20])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 65185Metaperiodic acidHCID 821294-Nitrophenyl chloroformateHCID 11075595HCID 11075595, compound

Product 1

HCID 70601060HCID 70601060, compound

Procedure

The title compound is prepared from 1-benzylamino-1-deoxy-D-ribitol (cf. Kagan et al., Journal of the American Chemical Society, 79, 3541 [1957]) and 4-nitrophenyl chloroformate, followed by oxidation with periodic acid, according to the procedure of Example 4.

Sources & evidence

ORD record
ord-bf6079404d414cccbc1eeda381505dc7
Source dataset
uspto-grants-1978_08
Patent number
US04107435

Reaction notes

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