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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1698330Generated: November 2, 2026

Pivaloyl chloride → (3S*,5R*)-5-(2,2-Dimethyl-propionylamino)-piperidine-3-carboxylic acid ethyl-[4-(3-methoxy-propyl)-3-oxo-3,4-dihydro-2H-benzo[1,4]oxazin-6-yl]-amide

https://huagongshe.com/reaction/1698330

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPivaloyl chlorideHCID 62493—
ReactantTrifluoroacetateHCID 84468—
Reactant(3R*,5S*)-3-amino-5-{ethyl-[4-(3-methoxy-propyl)-3-oxo-3,4-dihydro-2H-benzo[1,4]oxazin-6-yl]-carbamoyl}-piperidine-1-carboxylic acid 9H-fluoren-9-ylmethyl esterHCID 69071792—
SolventAcetonitrileHCID 6342—
Product(3S*,5R*)-5-(2,2-Dimethyl-propionylamino)-piperidine-3-carboxylic acid ethyl-[4-(3-methoxy-propyl)-3-oxo-3,4-dihydro-2H-benzo[1,4]oxazin-6-yl]-amideHCID 15984738—

Reaction Steps

The title compound is prepared analogously as described in Example 61 using (3R*,5S*)-3-amino-5-{ethyl-[4-(3-methoxy-propyl)-3-oxo-3,4-dihydro-2H-benzo[1,4]oxazin-6-yl]-carbamoyl}-piperidine-1-carboxylic acid 9H-fluoren-9-ylmethyl ester, trifluoroacetate and pivaloyl chloride. MS: 475.4 [M+H]+; tR (HPLC, Nucleosil C18; 5-100% CH3CN+0.1% TFA/H2O+0.1% TFA for 8 min, flow 1.5 ml/min): 4.29 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163773B2
Source datasetuspto-grants-2012_04
ORD IDord-69b4dd78e86441e09c8d9888403ca4df
Source noteuspto-grants-2012_04