Tetrahydrofuran → HCID 582531, compound

HRID 1699520Notes

Reaction equation

HRID 1699520 reaction equation
[OH-].[Na+].C1COCC1.Cl.[NH2:9][C@H:10]([C:21]([NH2:23])=[O:22])[CH2:11][C:12]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[NH:14][CH:13]=1.[CH2:24]([O:31][C:32](Cl)=[O:33])[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1>O>[CH2:24]([O:31][C:32](=[O:33])[NH:9][CH:10]([C:21](=[O:22])[NH2:23])[CH2:11][C:12]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[NH:14][CH:13]=1)[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1

Participants

6

Reactant 4

HCID 8028TetrahydrofuranHCID 10387Benzyl chloroformateHCID 14798Sodium HydroxideHCID 64521801H-Indole-3-propanamide, alpha-amino-, hydrochloride (1:1), (alphaS)-

Product 1

HCID 582531HCID 582531, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of 8.35 g (0.21 mol) NaOH in 100 ml of water was added 200 ml of THF followed by 25.0 g (0.104 mol) of L-tryptophanamide hydrochloride. The mixture was cooled on ice and 19.6 g (0.114 mol) of benzylchloroformate was added under vigorous stirring during 5 minutes. The ice bath was removed and the mixture was stirred for 1 hour.

Workup

  1. additionwas added
  2. customThe ice bath was removed
  3. stirringthe mixture was stirred for 1 hour

Sources & evidence

ORD record
ord-6f53bb2531934cd5a10d9015f3c1c289
Source dataset
uspto-grants-2002_02
Patent number
US06346625B1

Reaction notes

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