Boron tribromide → HCID 18372893, compound

HRID 2301352Notes

Reaction equation

HRID 2301352 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([C:10]3[O:11][C:12]4[C:17]([C:18](=[O:21])[C:19]=3[OH:20])=[CH:16][C:15]([O:22][CH3:23])=[CH:14][CH:13]=4)=[CH:9][C:4]=2[O:3]C1.B(Br)(Br)Br>>[OH:3][C:4]1[CH:9]=[C:8]([C:10]2[O:11][C:12]3[C:17]([C:18](=[O:21])[C:19]=2[OH:20])=[CH:16][C:15]([O:22][CH3:23])=[CH:14][CH:13]=3)[CH:7]=[CH:6][C:5]=1[OH:1]

Participants

3

Reactant 2

HCID 25134Boron tribromideHCID 18372877HCID 18372877, compound

Product 1

HCID 18372893HCID 18372893, compoundYield 58,648,816%

Procedure

The reaction was conducted according to the same procedure as Example 57 except that 50 mg (159 pmol) of the compound obtained in Example 5 instead of the compound obtained in Example 12 and 1.5 molar equivalents of boron tribromide (BBr3) were used. Then the resulting product was separated by preparative TLC to give 28 mg of the title compound in a yield of 60%.

Workup

  1. customThen the resulting product was separated by preparative TLC

Sources & evidence

ORD record
ord-d8e7ca0db34445468cac6ae932a858d2
Source dataset
uspto-grants-2002_12
Patent number
US06500846B1

Reaction notes

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