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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1615178Generated: October 30, 2026

Triphosgene → 3-[(S)-1-(4-Difluoromethoxy-phenyl)-ethyl]-1-oxa-3-aza-spiro[5.5]undecane-2,9-dione

https://huagongshe.com/reaction/1615178

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphosgeneHCID 94429—
Reactant9-{2-[(S)-1-(4-Difluoromethoxy-phenyl)-ethylamino]-ethyl}-3,3-dimethyl-1,5-dioxa-spiro[5.5]undecan-9-olHCID 67995831—
Reactant3-[(S)-1-(4-difluoromethoxy-phenyl)-ethyl]-12,12-dimethyl-1,10,14-trioxa-3-aza-dispiro[5.2.5.2]hexadecan-2-oneHCID 67996145—
Product3-[(S)-1-(4-Difluoromethoxy-phenyl)-ethyl]-1-oxa-3-aza-spiro[5.5]undecane-2,9-dioneHCID 67996491—

Reaction Steps

The title compound is prepared from 9-{2-[(S)-1-(4-difluoromethoxy-phenyl)-ethylamino]-ethyl}-3,3-dimethyl-1,5-dioxa-spiro[5.5]undecan-9-ol and triphosgene following a procedure analogous to that described in Step 4 of Intermediate 2; the crude product, a mixture of the title compound and 3-[(S)-1-(4-difluoromethoxy-phenyl)-ethyl]-12,12-dimethyl-1,10,14-trioxa-3-aza-dispiro[5.2.5.2]hexadecan-2-one, obtained after that is treated as described in Step 10 of Intermediate 2 to convert the intermediate to the title compound, too. Yield: 45% of theory; LC (method 6): tR=1.14 min; Mass spectrum (ESI+): m/z=354 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08765744B2
Source datasetuspto-grants-2014_07
ORD IDord-a81b6b3c7ae34ecca18c30a588a53a5c
Source noteuspto-grants-2014_07