4-Methylmorpholine → 8-(t-Butoxycarbonyl)amino-octanoic acid methyl-butyl-amide

HRID 1417419Notes

Reaction equation

HRID 1417419 reaction equation
[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][C:16]([OH:18])=O)=[O:7])([CH3:4])([CH3:3])[CH3:2].CN1CCOCC1.Cl.CN(C)CCCN=C=NCC.Cl.[CH3:39][NH:40][CH2:41][CH2:42][CH2:43][CH3:44].O.OC1C2N=NNC=2C=CC=1>ClCCl.O>[CH3:39][N:40]([CH2:41][CH2:42][CH2:43][CH3:44])[C:16](=[O:18])[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][NH:8][C:6]([O:5][C:1]([CH3:2])([CH3:3])[CH3:4])=[O:7]

Participants

8

Reactant 5

HCID 79724-MethylmorpholineHCID 5462158-(((Tert-butoxy)carbonyl)amino)octanoic acidHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 6337757N-methylbutylamine hydrochlorideHCID 178526939HCID 178526939, compound

Product 1

HCID 537219698-(t-Butoxycarbonyl)amino-octanoic acid methyl-butyl-amide

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent

Procedure

Combine 8-(t-butoxycarbonyl)amino-octanoic acid (1.28 g, 5 mmol), N-methylmorpholine (1.2 mL, 10 mmol), 1-(3-dimethylaminopropyl)-3-ethyl carbodiimide hydrochloride salt (0.95 g, 5.0 mmol), methyl-butyl amine hydrochloride salt (5.0 mmol), and 4-hydroxybenztriazole hydrate (0.05 g) in dichloromethane (20 mL). After 4 hours, add water and extract with ethyl acetate. Dry the organic layer over MgSO4 and evaporate in vacuo to give the title compound.

Workup

  1. extractionextract with ethyl acetate
  2. dry with materialDry the organic layer over MgSO4
  3. customevaporate in vacuo

Sources & evidence

ORD record
ord-d97eb11b1d854ecfac8ea4633b8374a2
Source dataset
uspto-grants-1999_03
Patent number
US05877202

Reaction notes

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