Triphenylphosphine → HCID 16162183, compound

HRID 1980232Notes

Reaction equation

HRID 1980232 reaction equation
[Si:1]([O:18][CH2:19][C:20]([S:22][C@H:23]1[N:26]([CH:27]([C:29]([O:31][CH2:32][C:33]2[CH:38]=[CH:37][C:36]([N+:39]([O-:41])=[O:40])=[CH:35][CH:34]=2)=[O:30])Cl)[C:25](=[O:42])[C@@H:24]1[C@H:43]([O:45][C:46]([O:48][CH2:49][C:50]1[CH:55]=[CH:54][C:53]([N+:56]([O-:58])=[O:57])=[CH:52][CH:51]=1)=[O:47])[CH3:44])=[O:21])([C:14]([CH3:17])([CH3:16])[CH3:15])([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH:59]1[CH:64]=[CH:63][C:62]([P:65]([C:72]2[CH:77]=[CH:76][CH:75]=[CH:74][CH:73]=2)[C:66]2[CH:71]=[CH:70][CH:69]=[CH:68][CH:67]=2)=[CH:61][CH:60]=1>C1COCC1>[Si:1]([O:18][CH2:19][C:20]([S:22][C@H:23]1[N:26]([C:27]([C:29]([O:31][CH2:32][C:33]2[CH:38]=[CH:37][C:36]([N+:39]([O-:41])=[O:40])=[CH:35][CH:34]=2)=[O:30])=[P:65]([C:66]2[CH:67]=[CH:68][CH:69]=[CH:70][CH:71]=2)([C:72]2[CH:77]=[CH:76][CH:75]=[CH:74][CH:73]=2)[C:62]2[CH:61]=[CH:60][CH:59]=[CH:64][CH:63]=2)[C:25](=[O:42])[C@@H:24]1[C@H:43]([O:45][C:46]([O:48][CH2:49][C:50]1[CH:55]=[CH:54][C:53]([N+:56]([O-:58])=[O:57])=[CH:52][CH:51]=1)=[O:47])[CH3:44])=[O:21])([C:14]([CH3:17])([CH3:16])[CH3:15])([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 11776TriphenylphosphineHCID 13187793HCID 13187793, compound

Product 1

HCID 16162183HCID 16162183, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution in THF of 4(R)-t-butyldiphenylsilyoxyacetylthio-3(S)-[1(R)-p-nitrobenzyloxycarbonyloxyethyl]-1-(1-p-nitrobenzyloxycarbonyl-1-chloromethyl)-azetidin-2-one, obtained from the previous example, was treated with Ph3P (2.2 g, 8.5 mmole) and silica gel (20 g).

Sources & evidence

ORD record
ord-961e4326927340be9160f2be625352f3
Source dataset
uspto-grants-1985_04
Patent number
US04508649

Reaction notes

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