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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1488239Generated: October 30, 2026

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

https://huagongshe.com/reaction/1488239

Reaction equation

Participants

RoleNameHCIDCharge
Reactantbenzyl 6-({2-[(alpha-D-mannopyranosyl-(1->3)-[alpha-D-mannopyranosyl-(1->6)]-alpha-D-mannopyranosyl)oxy]ethyl}amino)-6-oxohexanoateHCID 117995912—
CatalystPalladiumHCID 23938—
SolventWaterHCID 962—
Product6-({2-[(alpha-D-mannopyranosyl-(1->3)-[alpha-D-mannopyranosyl-(1->6)]-alpha-D-mannopyranosyl)oxy]ethyl}amino)-6-oxohexanoic acidHCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09427475B2
Source datasetuspto-grants-2016_08
ORD IDord-7a3afdfae38d4fdca9394ab9fd1faaa2
Source noteuspto-grants-2016_08