Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate → HCID 136385635, compound

HRID 1617798Notes

Reaction equation

HRID 1617798 reaction equation
[OH:1]/[N:2]=[C:3](/[C:22]1[CH:27]=[CH:26][N:25]=[C:24]([CH3:28])[CH:23]=1)\[CH2:4][C@H:5]([C:13]1[CH:21]=[CH:20][C:16]([C:17](O)=[O:18])=[CH:15][CH:14]=1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[CH3:12].[NH2:29][CH2:30][C@@H:31]([OH:33])[CH3:32].F[P-](F)(F)(F)(F)F.N1(O[P+](N(C)C)(N(C)C)N(C)C)C2C=CC=CC=2N=N1>O1CCCC1>[OH:1]/[N:2]=[C:3](/[C:22]1[CH:27]=[CH:26][N:25]=[C:24]([CH3:28])[CH:23]=1)\[CH2:4][C@H:5]([C:13]1[CH:14]=[CH:15][C:16]([C:17]([NH:29][CH2:30][C@@H:31]([OH:33])[CH3:32])=[O:18])=[CH:20][CH:21]=1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[CH3:12]

Participants

5

Reactant 3

HCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 7311736(S)-(+)-1-Aminopropan-2-olHCID 136166999HCID 136166999, compound

Product 1

HCID 136385635HCID 136385635, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

In analogy to example 207, step 2, 4-[(R)-3-[(E)-hydroxyimino]-3-(2-methyl-pyridin-4-yl)-1-o-tolyl-propyl]-benzoic acid (example 272) was coupled with (S)-1-aminopropan-2-ol using benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate in tetrahydrofuran to give the title compound as a yellow solid, MS (ESI+): m/z=432.4 [M+H]+.

Sources & evidence

ORD record
ord-76eba173786b4cffb319a764ddbfd6e2
Source dataset
uspto-grants-2014_07
Patent number
US08765730B2

Reaction notes

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