Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1615192Generated: October 26, 2026

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

https://huagongshe.com/reaction/1615192

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphosgeneHCID 94429—
Reactant3,3-Dimethyl-9-{2-[(S)-1-o-tolyl-ethylamino]-ethyl}-1,5-dioxa-spiro[5.5]undecan-9-olHCID 67995718—
Reactant12,12-di methyl-3-[(S)-1-o-tolyl-ethyl]-1,10,14-trioxa-3-aza-dispiro[5.2.5.2]hexadecan-2-oneHCID 86668377—
Product3-[(S)-1-o-Tolyl-ethyl]-1-oxa-3-aza-spiro[5.5]undecane-2,9-dioneHCID 70497585—

Reaction Steps

The title compound is prepared from 3,3-dimethyl-9-{2-[(S)-1-o-tolyl-ethylamino]-ethyl}-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 12,12-di methyl-3-[(S)-1-o-tolyl-ethyl]-1,10,14-trioxa-3-aza-dispiro[5.2.5.2]hexadecan-2-one, obtained thereafter is treated as described in Step 10 of Intermediate 2 to convert the intermediate to the title compound as well. Yield: 17% of theory; LC (method 8): tR=1.23 min; Mass spectrum (ESI+): m/z=302 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08765744B2
Source datasetuspto-grants-2014_07
ORD IDord-730722d1207f45e28df783cfe9b41001
Source noteuspto-grants-2014_07