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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 229829Generated: October 25, 2026

Methanol → [(S)-1-((3S,4S,7R)-3-hydroxy-7-methyl-azepan-4-ylcarbamoyl)-3-methyl-butyl]-carbamic acid tert-butyl ester

https://huagongshe.com/reaction/229829

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactant(2R,5S,6S)-5-((S)-2-tert-Butoxycarbonylamino-4-methyl-pentanoylamino)-6-hydroxy-2-methyl-azepane-1-carboxylic acid benzyl esterHCID 69000072—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventEthyl AcetateHCID 8857—
Product[(S)-1-((3S,4S,7R)-3-hydroxy-7-methyl-azepan-4-ylcarbamoyl)-3-methyl-butyl]-carbamic acid tert-butyl esterHCID 58665057—

Reaction Steps

(2R,5S,6S)-5-((S)-2-tert-Butoxycarbonylamino-4-methyl-pentanoylamino)-6-hydroxy-2-methyl-azepane-1-carboxylic acid benzyl ester (0.169 g, 0.344 mmol) was dissovled in EtOAc (3 ml), MeOH (1 ml). Then 10% Pd/C (0.183 g, 0.172 mmol) was added and the reaction was stirred overnight under a balloon filled with hydrogen gas. The reaction mixture was filtered through Celite, concentrated in vacuo by rotary evaporation and was used in the next reaction without further purification (0.126 g): Electrospray mass spec: M+H+=358.11.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07563784B2
Source datasetuspto-grants-2009_07
ORD IDord-0b177a3d69704038ba438c51f9ca16b0
Source noteuspto-grants-2009_07