Furan-2-boronic acid → HCID 67396969, compound

HRID 907066Notes

Reaction equation

HRID 907066 reaction equation
[C:1]([O:4][C@@H:5]1[C@@H:18]([O:19][C:20](=[O:22])[CH3:21])[C@H:17]([O:23][C:24](=[O:26])[CH3:25])[CH2:16][S:15][C@H:6]1[O:7][C:8]1[CH:13]=[CH:12][C:11](I)=[CH:10][CH:9]=1)(=[O:3])[CH3:2].[O:27]1[CH:31]=[CH:30][CH:29]=[C:28]1B(O)O>>[C:1]([O:4][C@@H:5]1[C@@H:18]([O:19][C:20](=[O:22])[CH3:21])[C@H:17]([O:23][C:24](=[O:26])[CH3:25])[CH2:16][S:15][C@H:6]1[O:7][C:8]1[CH:13]=[CH:12][C:11]([C:28]2[O:27][CH:31]=[CH:30][CH:29]=2)=[CH:10][CH:9]=1)(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 2734357Furan-2-boronic acidHCID 67396128HCID 67396128, compound

Product 1

HCID 67396969HCID 67396969, compound

Procedure

By carrying out the operation analogously to example 3, starting from 4-iodophenyl 2,3,4-tri-O-acetyl-5-thio-β-D-xylopyranoside, obtained according to preparation II, and 2-furanboronic acid, the expected product is obtained and is reacted further without additional purification in order to obtain the nonacetylated xyloside.

Workup

  1. customobtained

Sources & evidence

ORD record
ord-708e7eca26ac402d8ab6e7b06c4553d5
Source dataset
uspto-grants-2011_09
Patent number
US08013010B2

Reaction notes

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