Triphenylphosphine → HCID 53957164, compound

HRID 975713Notes

Reaction equation

HRID 975713 reaction equation
[CH2:1]([O:4][C:5]([N:7]1[CH2:11][C@H:10](O)[CH2:9][C@H:8]1[CH2:13][CH2:14][N:15]1[CH:19]=[N:18][CH:17]=[N:16]1)=[O:6])[CH:2]=[CH2:3].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OCC)=O)=NC(OCC)=O.[C:51]([OH:59])(=[S:58])[C:52]1[CH:57]=[CH:56][CH:55]=[CH:54][CH:53]=1>O1CCCC1>[CH2:1]([O:4][C:5]([N:7]1[CH2:11][C@@H:10]([S:58][C:51](=[O:59])[C:52]2[CH:57]=[CH:56][CH:55]=[CH:54][CH:53]=2)[CH2:9][C@H:8]1[CH2:13][CH2:14][N:15]1[CH:19]=[N:18][CH:17]=[N:16]1)=[O:6])[CH:2]=[CH2:3]

Participants

6

Reactant 4

HCID 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 54432884HCID 54432884, compoundHCID 178526132HCID 178526132, compound

Product 1

HCID 53957164HCID 53957164, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

(2R,4R)-1-Allyloxycarbonyl-4-hydroxy-2-[2-(1,2, 4-triazol-1-yl)ethyl]pyrrolidine (5.82 g) was reacted with triphenylphosphine (8.62 g), diethyl azodicarboxylate (5.17 ml) and thiobenzoic acid (4.64 ml) in tetrahydrofuran (58 ml) in the same manner as Preparation 3-6) to give (2R,4S)-1-allyloxycarbonyl-4-benzoylthio-2-[2-(1,2, 4-triazol-1-yl)ethyl]pyrrolidine (7.92 g) as a yellow paste.

Sources & evidence

ORD record
ord-1ce88c2ad5f74c9482806478dd1d0bab
Source dataset
uspto-grants-1997_03
Patent number
US05608056

Reaction notes

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