HuagongsheHuagongshe Chemistry Print Report · For research reference only
benzyl 6-({2-[(alpha-D-mannopyranosyl-(1->3)-[alpha-D-mannopyranosyl-(1->6)]-alpha-D-mannopyranosyl)oxy]ethyl}amino)-6-oxohexanoate → 6-({2-[(alpha-D-mannopyranosyl-(1->3)-[alpha-D-mannopyranosyl-(1->6)]-alpha-D-mannopyranosyl)oxy]ethyl}amino)-6-oxohexanoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | benzyl 6-({2-[(alpha-D-mannopyranosyl-(1->3)-[alpha-D-mannopyranosyl-(1->6)]-alpha-D-mannopyranosyl)oxy]ethyl}amino)-6-oxohexanoate | HCID 117995912 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Water | HCID 962 | — |
| Product | 6-({2-[(alpha-D-mannopyranosyl-(1->3)-[alpha-D-mannopyranosyl-(1->6)]-alpha-D-mannopyranosyl)oxy]ethyl}amino)-6-oxohexanoic acid | HCID 131736853 | — |
Reaction Steps
A mixture of benzyl 6-({2-[(α-D-mannopyranosyl-(1→3)-[α-D-mannopyranosyl-(1→6)]-α-D-mannopyranosyl)oxy]ethyl}amino)-6-oxohexanoate (1.15 g, 1.502 mmol) and Pd/C (80 mg, 0.075 mmol) in water (10 mL) was allowed to stir under a balloon of H2 at room temperature for 16 hr. The catalyst was filtered off and washed with H2O (3×10 mL). The filtrate was concentrated to give the title compound. UPLC Method B: calculated for C26H45NO19 675.26, observed m/e: 676.21 [M+1]; Rt=3.50 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09427475B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-7a3afdfae38d4fdca9394ab9fd1faaa2 |
| Source note | uspto-grants-2016_08 |