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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1615172Generated: November 2, 2026

Triphosgene → 3-[(S)-1-(4-methoxy-phenyl)-ethyl]-12,12-dimethyl-1,10,14-trioxa-3-aza-dispiro[5.2.5.2]hexadecan-2-one

https://huagongshe.com/reaction/1615172

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphosgeneHCID 94429—
Reactant9-{2-[(S)-1-(4-Methoxy-phenyl)-ethylamino]-ethyl}-3,3-dimethyl-1,5-dioxa-spiro[5.5]undecan-9-olHCID 67995980—
Product3-[(S)-1-(4-methoxy-phenyl)-ethyl]-12,12-dimethyl-1,10,14-trioxa-3-aza-dispiro[5.2.5.2]hexadecan-2-oneHCID 6799569527%
Product3-[(S)-1-(4-Methoxy-phenyl)-ethyl]-1-oxa-3-aza-spiro[5.5]undecane-2,9-dioneHCID 67996448—

Reaction Steps

The title compound is prepared from 9-{2-[(S)-1-(4-methoxy-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; besides the title compound the intermediate 3-[(S)-1-(4-methoxy-phenyl)-ethyl]-12,12-dimethyl-1,10,14-trioxa-3-aza-dispiro[5.2.5.2]hexadecan-2-one (27% of theory) is also isolated. Yield: 38% of theory; LC (method 4): tR=1.41 min; Mass spectrum (ESI+): m/z=318 [m+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08765744B2
Source datasetuspto-grants-2014_07
ORD IDord-2e9cdd5b851045cf8f9460e8e274b899
Source noteuspto-grants-2014_07