1,2,3,4,5-Pentafluoro-6-pentafluorophenoxybenzene → HCID 178462347, compound

HRID 1388867Notes

Reaction equation

HRID 1388867 reaction equation
[CH2:1]([O:8][C:9]([NH:11][CH2:12][CH2:13][CH2:14][CH2:15][C@@H:16]([C:18]([N:20]1[CH2:38][CH2:37][CH2:36][C@H:21]1[C:22]([NH:24][C@H:25]([C:33]([OH:35])=[O:34])[CH2:26][CH2:27][CH2:28][NH:29][C:30](=[NH:32])[NH2:31])=[O:23])=[O:19])[NH2:17])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.FC1C(OC2C(F)=C(F)C(F)=C(F)C=2F)=C(F)C(F)=C(F)C=1F.[C:62]([O:66][C:67]([NH:69][C@H:70]([C:74](O)=[O:75])[C@@H:71]([CH3:73])[OH:72])=[O:68])([CH3:65])([CH3:64])[CH3:63]>O.O1CCOCC1>[C:62]([O:66][C:67]([NH:69][C@H:70]([C:74]([NH:17][C@H:16]([C:18]([N:20]1[CH2:38][CH2:37][CH2:36][C@H:21]1[C:22]([NH:24][C@H:25]([C:33]([OH:35])=[O:34])[CH2:26][CH2:27][CH2:28][NH:29][C:30](=[NH:31])[NH2:32])=[O:23])=[O:19])[CH2:15][CH2:14][CH2:13][CH2:12][NH:11][C:9]([O:8][CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)=[O:10])=[O:75])[C@@H:71]([CH3:73])[OH:72])=[O:68])([CH3:64])([CH3:65])[CH3:63]

Participants

6

Reactant 3

HCID 6316531,2,3,4,5-Pentafluoro-6-pentafluorophenoxybenzeneHCID 2724766N-tert-Butoxycarbonyl-L-threonineHCID 178512872HCID 178512872, compound

Product 1

HCID 178462347HCID 178462347, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

2.18 g (4.1 mmol) of Nε -benzyloxycarbonyl-lysyl-prolyl-arginine IV in 30 ml of water are added, under stirring, to a solution of 2.10 g (5.3 mmol) of pentafluorophenyl ether of tert.butyloxycarbonyl-threonine in 70 ml of dioxane. Then the reaction mixture is treated following the procedure described for the synthesis of compound III. The yield of the desired product--tert.butyloxycarbonyl-threonyl-Nε -benzyloxycarbonyl-lysyl-prolyl-arginine is 2.65 g (188%).

Workup

  1. additionThen the reaction mixture is treated

Sources & evidence

ORD record
ord-dbbdc36d147e49819d2eb286520328cd
Source dataset
uspto-grants-1984_02
Patent number
US04434095

Reaction notes

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