4-Chlorophenylboronic acid → HCID 67292563, compound

HRID 1685448Notes

Reaction equation

HRID 1685448 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5](B(O)O)=[CH:4][CH:3]=1.C([O:14][C@@H:15]1[C@@H:28]([O:29]C(=O)C)[C@H:27]([O:33]C(=O)C)[CH2:26][S:25][C@H:16]1[O:17][C:18]1[CH:19]=[N:20][CH:21]=[C:22](Br)[CH:23]=1)(=O)C>>[O:17]([C:18]1[CH:19]=[N:20][CH:21]=[C:22]([C:5]2[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=2)[CH:23]=1)[C@@H:16]1[S:25][CH2:26][C@@H:27]([OH:33])[C@H:28]([OH:29])[C@H:15]1[OH:14]

Participants

3

Reactant 2

HCID 742994-Chlorophenylboronic acidHCID 441955025-bromo-3-pyridinyl 2,3,4-tri-O-acetyl-5-thio-beta-D-xylo-pyranoside

Product 1

HCID 67292563HCID 67292563, compound

Procedure

By following a procedure analogous to Example 122 starting from 4-chlorophenylboronic acid and 5-bromo-3-pyridinyl 2,3,4-tri-O-acetyl-5-thio-β-D-xylopyranoside, 5-(4-chlorophenyl)-3-pyridinyl 5-thio-β-D-xylopyranoside is obtained in the form of off-white crystals (yield=74%).

Sources & evidence

ORD record
ord-f91afd9bf8cd44aab3e2bd8adc66fbd5
Source dataset
uspto-grants-2012_04
Patent number
US08148407B2

Reaction notes

Loading…