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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1964645Generated: October 30, 2026

Benzyl{(2R,3S)-3-hydroxy-4-[(tripropan-2-ylsilyl)oxy]butan-2-yl}carbamate → (2S,3R)-3-amino-1-[(tripropan-2-ylsilyl)oxy]butan-2-ol

https://huagongshe.com/reaction/1964645

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl{(2R,3S)-3-hydroxy-4-[(tripropan-2-ylsilyl)oxy]butan-2-yl}carbamateHCID 86649570—
CatalystHCID 178418390HCID 178418390—
SolventEthanolHCID 702—
Product(2S,3R)-3-amino-1-[(tripropan-2-ylsilyl)oxy]butan-2-olHCID 86649571108.4%

Reaction Steps

Benzyl{(2R,3S)-3-hydroxy-4-[(tripropan-2-ylsilyl)oxy]butan-2-yl}carbamate (3.70 g, 9.35 mmol) synthesized in Example (89d) was dissolved in ethanol (30 mL), and palladium carbon (1.00 g) was added, followed by stirring at room temperature for 8 hours under hydrogen atmosphere. After Celite filtration, the solvent was distilled off under reduced pressure to afford the desired compound (2.65 g, yield ˜100%) as a pale yellow liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08415359B2
Source datasetuspto-grants-2013_04
ORD IDord-2879c3db6311473eba7dd9a2b4fa8a57
Source noteuspto-grants-2013_04