phenylalaninol, (S)- → HCID 22862764, compound

HRID 1735838Notes

Reaction equation

HRID 1735838 reaction equation
[C:1]([O:5][C:6]([NH:8][C@H:9]([C:14]([OH:16])=O)[C:10]([CH3:13])([CH3:12])[CH3:11])=[O:7])([CH3:4])([CH3:3])[CH3:2].[NH2:17][C@H:18]([CH2:26][OH:27])[CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.OC1C2N=NNC=2C=CC=1.Cl.C(N=C=NCCCN(C)C)C>CN(C)C=O>[C:6]([NH:8][C@H:9]([C:14]([NH:17][C@H:18]([CH2:26][OH:27])[CH2:19][C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1)=[O:16])[C:10]([CH3:11])([CH3:12])[CH3:13])([O:5][C:1]([CH3:2])([CH3:3])[CH3:4])=[O:7]

Participants

6

Reactant 4

HCID 447213phenylalaninol, (S)-HCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2734668(S)-2-((tert-Butoxycarbonyl)amino)-3,3-dimethylbutanoic acidHCID 178418300HCID 178418300, compound

Product 1

HCID 22862764HCID 22862764, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

25 g of tert-butyloxycarbonyl-L-tert-leucine are dissolved in 250 ml of dry dimethylformamide, 16.36 g of phenylalaninol, 14.62 g of hydroxybenzotriazole and 24.9 g of N-ethyl-N'-(3-dimethylaminopropyl)carbodiimide hydrochloride are added. The mixture is stirred for one day. The precipitate is filtered off, washed carefully with ethyl acetate and dried in vacuo (m.p. 198°-201°).

Workup

  1. filtrationThe precipitate is filtered off
  2. washwashed carefully with ethyl acetate
  3. customdried in vacuo (m.p. 198°-201°)

Sources & evidence

ORD record
ord-2628263c641d483a9e12d06b78fda069
Source dataset
uspto-grants-1996_07
Patent number
US05538997

Reaction notes

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