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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 57333Generated: October 29, 2026

HCID 131736951, compound → HCID 118016875, compound

https://huagongshe.com/reaction/57333

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 131736951HCID 131736951—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
ProductHCID 118016875HCID 118016875—

Reaction Steps

The compound (V) was reacted with triphenylphosphine (PPh3) in a suitable solvent such as tetrahydrofuran followed by addition of a catalytic amount of water to provide corresponding amine. This amino compound was further treated in situ with di-tert-butyl dicarbonate ((Boc)2O) in presence of a suitable base such as triethylamine to provide an amino protected compound, (2S, 5R)-2-(tert-butoxycarbonylaminomethyl)-6-benzyloxy-7-oxo-1, 6-diaza-bicyclo[3.2.1] octane (VI). The intermediate compound of Formula (VI) was subjected to hydrogenolysis using a catalyst such as 5% or 10% Palladium on carbon in presence of a hydrogen source such as hydrogen gas and in a suitable solvent such as methanol to provide debenzylated compound, (2S, 5R)-2-(tert-butoxycarbonylaminomethy)-6-hydroxy-7-oxo-1,6-diaza-bicyclo[3.2.1] octane (VII).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434728B1
Source datasetuspto-grants-2016_09
ORD IDord-67c69612ee1b45dfae2561655a627a92
Source noteuspto-grants-2016_09