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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1045864Generated: October 30, 2026

(1S,2R)-(3-azido-1-benzyl-2-hydroxy-propyl)-carbamic acid t-butyl ester → tert-butyl (2S,3R)-4-amino-3-hydroxy-1-phenylbutan-2-ylcarbamate

https://huagongshe.com/reaction/1045864

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(1S,2R)-(3-azido-1-benzyl-2-hydroxy-propyl)-carbamic acid t-butyl esterHCID 11722693—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Producttert-butyl (2S,3R)-4-amino-3-hydroxy-1-phenylbutan-2-ylcarbamateHCID 10333883—

Reaction Steps

(1S,2R)-(3-azido-1-benzyl-2-hydroxy-propyl)-carbamic acid t-butyl ester (2.5 g, 8.17 mmol) prepared in Step A was dissolved in methanol (15 mL), to which was added Pd/C (100 mg). The mixture was reacted for 12 h in a hydrogen reactor (50 psi), and filtered through a cellite. The solvent was removed under reduced pressure, and the residue was used in the next reaction without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08569307B2
Source datasetuspto-grants-2013_10
ORD IDord-46c04c691ecd4bc0934ab50d281772c8
Source noteuspto-grants-2013_10