Triphenylphosphine → HCID 21905181, compound

HRID 1247404Notes

Reaction equation

HRID 1247404 reaction equation
[C:1]([C:3]1[CH:31]=[CH:30][C:6]([CH2:7][NH:8][C:9](=[O:29])[CH:10]([C:14]2[C:19]([F:20])=[CH:18][C:17]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=3[OH:27])=[CH:16][C:15]=2[F:28])[O:11][CH2:12][CH3:13])=[CH:5][CH:4]=1)#[N:2].[CH2:32]([O:39][CH2:40][CH2:41]O)[C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1.N(C(OCC)=O)=NC(OCC)=O.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C1COCC1>[CH2:32]([O:39][CH2:40][CH2:41][O:27][C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=1[C:17]1[CH:16]=[C:15]([F:28])[C:14]([CH:10]([O:11][CH2:12][CH3:13])[C:9]([NH:8][CH2:7][C:6]2[CH:5]=[CH:4][C:3]([C:1]#[N:2])=[CH:31][CH:30]=2)=[O:29])=[C:19]([F:20])[CH:18]=1)[C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1

Participants

6

Reactant 4

HCID 11776TriphenylphosphineHCID 121412-(Benzyloxy) ethanolHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 21905739HCID 21905739, compound

Product 1

HCID 21905181HCID 21905181, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

In analogy to example 22.1, (RS)-N-(4-cyano-benzyl)-2-(3,5-difluoro-2′-hydroxy-biphenyl-4-yl)-2-ethoxy-acetamide was reacted in a Mitsunobu reaction with 2-benzyloxy-ethanol, diethyl azodicarboxylate and triphenyl phosphine in THF to give (RS)-2-[2′-(2-benzyloxy-ethoxy)-3,5-difluoro-biphenyl-4-yl]-N-(4-cyano-benzyl)-2-ethoxy-acetamide. Yellow oil. MS 557.2 ([M+H]+)

Sources & evidence

ORD record
ord-5bbee96e3c394fbcbe8d67ca6129193d
Source dataset
uspto-grants-2006_10
Patent number
US07129238B2

Reaction notes

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