1-Hydroxybenzotriazole → HCID 10905507, compound

HRID 459701Notes

Reaction equation

HRID 459701 reaction equation
[NH:1](C(OCC1C2C(=CC=CC=2)C2C1=CC=CC=2)=O)[C@H:2]([C:28]([OH:30])=[O:29])[CH2:3][CH2:4][CH2:5][CH2:6][NH:7][C:8]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[C:9]1[CH:15]=[CH:14][C:12]([CH3:13])=[CH:11][CH:10]=1.C1C=CC2N(O)N=NC=2C=1.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F>CN1C(=O)CCC1>[NH2:1][C@H:2]([C:28]([OH:30])=[O:29])[CH2:3][CH2:4][CH2:5][CH2:6][NH:7][C:8]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)([C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1)[C:9]1[CH:15]=[CH:14][C:12]([CH3:13])=[CH:11][CH:10]=1

Participants

5

Reactant 3

HCID 757711-HydroxybenzotriazoleHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 10963195Fmoc-Lys(Mtt)-OH

Product 1

HCID 10905507HCID 10905507, compound

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

2.5 gr Fmoc-Lys(Mtt)-OH was dissolved in 150 ml NMP.620 mg of HOBt was added following the addition of 1.3 gr of TBTU. Then, 3.5 gr of Rink amide resin (0.58 mmole/gr) was added and the reaction was stirred at room temperature for 3.5 hr. Then, the loaded resin was washed with NMP, MeOH, DCM and then dried in vacuum. 4.4 gr. of loaded resin was obtained.

Workup

  1. washThen, the loaded resin was washed with NMP, MeOH, DCM
  2. customdried in vacuum
  3. customof loaded resin was obtained

Sources & evidence

ORD record
ord-64a66160f4824616a88bf25379763ee3
Source dataset
uspto-grants-2007_03
Patent number
US07196063B1

Reaction notes

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