HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-(Dimethylamino)benzeneboronic acid → 1-(2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl)-3-(5-(3-dimethylaminophenyl)-2-thienylmethyl)-4-methyl-benzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-(Dimethylamino)benzeneboronic acid | HCID 2762527 | — |
| Reactant | 1-(2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl)-3-(5-chloro-2-thienylmethyl)-4-methylbenzene | HCID 66607684 | — |
| Product | 1-(2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl)-3-(5-(3-dimethylaminophenyl)-2-thienylmethyl)-4-methyl-benzene | HCID 66608936 | — |
Reaction Steps
1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-3-(5-chloro-2-thienylmethyl)-4-methylbenzene 57 obtained in Example 120 (1) and 3-dimethylaminophenylboronic acid were used and treated in a manner similar to Example 120-(2) to give 1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-3-(5-(3-dimethylaminophenyl)-2-thienylmethyl)-4-methylbenzene. APCI-Mass m/Z 638 (M+H). (2) the above 1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-3-(5-(3-dimethylaminophenyl)-2-thienylmethyl)-4-methylbenzene was treated in a manner similar to Example 106-(3) to give the target compound. APCI-Mass m/Z 470 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08202984B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-de0913e9872a455eb32a460995608fca |
| Source note | uspto-grants-2012_06 |