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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 522398Generated: October 29, 2026

Triphenylphosphine → tert-butyl (3S)-3-({[(1aR,5S,8S,10R,22aR)-5-tert-butyl-8-{[(1R,2S)-2-ethenyl-1-{[(1-methylcyclopropyl)sulfonyl]carbamoyl}cyclopropyl]carbamoyl}-3,6-dioxo-1,1a,3,4,5,6,9,10,18,19,20,21,22,22a-tetradecahydro-8H-7,10-methanocyclopropa[18,19][1,10,3,6]dioxadiazacyclononadecino[11,12-b]quinolin-17-yl]oxy}methyl)pyrrolidine-1-carboxylate

https://huagongshe.com/reaction/522398

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactanttert-butyl (3S)-3-(hydroxymethyl)pyrrolidine-1-carboxylateHCID 1514341—
ReactantHCID 178455699HCID 178455699—
Producttert-butyl (3S)-3-({[(1aR,5S,8S,10R,22aR)-5-tert-butyl-8-{[(1R,2S)-2-ethenyl-1-{[(1-methylcyclopropyl)sulfonyl]carbamoyl}cyclopropyl]carbamoyl}-3,6-dioxo-1,1a,3,4,5,6,9,10,18,19,20,21,22,22a-tetradecahydro-8H-7,10-methanocyclopropa[18,19][1,10,3,6]dioxadiazacyclononadecino[11,12-b]quinolin-17-yl]oxy}methyl)pyrrolidine-1-carboxylateHCID 117598995—

Reaction Steps

The title compound was prepared using the same method as described in Example 75, using the tert-butyl (3S)-3-(hydroxymethyl)pyrrolidine-1-carboxylate and (1aR,5S,8S,10R,22aR)-5-tert-butyl-N-[(1R,2S)-2-ethenyl-1-{[(1-methylcyclopropyl)sulfonyl]carbamoyl}cyclopropyl]-17-hydroxy-3,6-dioxo-1,1a,3,4,5,6,9,10,18,19,20,21,22,22a-tetradecahydro-8H-7,10-methanocyclopropa[18,19][1,10,3,6]dioxadiazacyclononadecino[11,12-b]quinoline-8-carboxamide (Example 120). The method was slightly modified as triphenylphosphine was used instead of trimethylphosphine and the reaction was done at a 0.3 M concentration LRMS (ES+) m/z 949.5 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09328138B2
Source datasetuspto-grants-2016_05
ORD IDord-38a3955f2d0d4ee8adc059c32ac5aa5c
Source noteuspto-grants-2016_05