Triphosgene → HCID 70497137, compound

HRID 1615161Notes

Reaction equation

[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C@@H:8]([NH:10][CH2:11][CH2:12][C:13]2([NH:23][C:24](=[O:29])C(F)(F)F)[CH2:22][CH2:21][C:16]3([O:20][CH2:19][CH2:18][O:17]3)[CH2:15][CH2:14]2)[CH3:9])=[CH:4][CH:3]=1.ClC(Cl)(OC(=O)OC(Cl)(Cl)Cl)Cl>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C@@H:8]([N:10]2[CH2:11][CH2:12][C:13]3([CH2:14][CH2:15][C:16]4([O:17][CH2:18][CH2:19][O:20]4)[CH2:21][CH2:22]3)[NH:23][C:24]2=[O:29])[CH3:9])=[CH:4][CH:3]=1

Participants

Reactant 2

HCID 94429Triphosgene

HCID 86668373HCID 86668373, compound

Product 1

HCID 70497137HCID 70497137, compound

Procedure

The title compound is prepared from N-(8-{2-[(S)-1-(4-chloro-phenyl)-ethylamino]-ethyl}-1,4-dioxa-spiro[4.5]dec-8-yl)-2,2,2-trifluoro-acetamide and triphosgene following a procedure analogous to that described in Step 4 of Intermediate 2. Yield: quantitative (crude); Mass spectrum (ESI+): m/z=365/367 (Cl) [M+H]+.

Sources & evidence

ORD record: ord-9cb56241400b4a1a9057aaff16899879
Source dataset: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08765744B2

Reaction notes

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