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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 710998Generated: October 29, 2026

(2S,5R)-6-(Benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxylic acid → tert-Butyl (3R)-3-[({[(2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]oct-2-yl]carbonyl}amino)oxy]pyrrolidine-1-carboxylate

https://huagongshe.com/reaction/710998

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2S,5R)-6-(Benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxylic acidHCID 57389355—
Reactanttert-butyl (3R)-3-(aminooxy)pyrrolidine-1-carboxylateHCID 86693911—
Producttert-Butyl (3R)-3-[({[(2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]oct-2-yl]carbonyl}amino)oxy]pyrrolidine-1-carboxylateHCID 8669391098.3%

Reaction Steps

Following a procedure analogous to Example 27, from the carboxylic acid (6b, 553 mg, 2.00 mmol) of Example 9 or 16 and (R)-tert-butyl 3-(aminooxy)pyrrolidine-1-carboxylate (606 mg) described in Reference Example 13, 904.6 mg of the title compound was afforded (yield 98.3%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181250B2
Source datasetuspto-grants-2015_11
ORD IDord-117b4f9acf854a6485c2920c34d6ce82
Source noteuspto-grants-2015_11