Triphenylphosphine → HCID 9892493, compound

HRID 488434Notes

Reaction equation

[C:1]1([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:6]=[CH:5][C:4]([CH:7]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH2:8][CH2:9][OH:10])=[CH:3][CH:2]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[CH2:42]([O:44][C:45](=[O:58])[CH:46]([O:55][CH2:56][CH3:57])[CH2:47][C:48]1[CH:53]=[CH:52][C:51](O)=[CH:50][CH:49]=1)[CH3:43].CCOC(/N=N/C(OCC)=O)=O>>[CH2:42]([O:44][C:45](=[O:58])[CH:46]([O:55][CH2:56][CH3:57])[CH2:47][C:48]1[CH:53]=[CH:52][C:51]([O:10][CH2:9][CH2:8][CH:7]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:4]2[CH:3]=[CH:2][C:1]([C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=3)=[CH:6][CH:5]=2)=[CH:50][CH:49]=1)[CH3:43]

Participants

Reactant 4

HCID 11776Triphenylphosphine

HCID 5462977Diethyl azodicarboxylate

HCID 11791243Ethyl 2-ethoxy-3-(4-hydroxyphenyl)propanoate

HCID 22270290HCID 22270290, compound

Product 1

HCID 9892493HCID 9892493, compoundYield 90.4%

Procedure

Reaction of 3-biphenyl-4-yl-3-phenyl-propan-1-ol (145 mg, 0.5 mmol), triphenylphosphine (145 mg, 0.55 mmol), 2-ethoxy-3-(4-hydroxy-phenyl)-propionic acid ethyl ester (140 mg, 0.6 mmol) and diethylazodicarboxylate (0.09 mL, 0.55 mmol) in an identical manner to Example 1 gave the title compound (230 mg).

Sources & evidence

ORD record: ord-e98ba0c961d14e7c82ccf4d5fa8749fa
Source dataset: uspto-grants-2005_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06972294B1

Reaction notes

Loading…