2-Isocyano-1-(morpholin-4-yl)-3-phenylpropan-1-one

Base Information

• Chemical Name: 2-Isocyano-1-(morpholin-4-yl)-3-phenylpropan-1-one
• CAS No.: 85059-48-9
• Molecular Formula: C14H16N2O2
• Molecular Weight: 244.293
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID70463062
• Nikkaji Number: J1.609.961I
• Mol file: 85059-48-9.mol

Synonyms:85059-48-9;2-Isocyano-1-(morpholin-4-yl)-3-phenylpropan-1-one;2-ISOCYANO-3-PHENYL-PROPIONIC ACID MORPHOLINAMIDE;2-isocyano-1-morpholin-4-yl-3-phenylpropan-1-one;DTXSID70463062;AKOS015959259;1-Propanone,2-isocyano-1-(4-morpholinyl)-3-phenyl-;1-Propanone, 2-isocyano-1-(4-morpholinyl)-3-phenyl-

Chemical Property of 2-Isocyano-1-(morpholin-4-yl)-3-phenylpropan-1-one

Chemical Property:

• PSA: 29.54000
• LogP: 0.54440
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 244.121177757
• Heavy Atom Count: 18
• Complexity: 322

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: [C-]#[N+]C(CC1=CC=CC=C1)C(=O)N2CCOCC2

Technology Process of 2-Isocyano-1-(morpholin-4-yl)-3-phenylpropan-1-one

There total 7 articles about 2-Isocyano-1-(morpholin-4-yl)-3-phenylpropan-1-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

N-(1-benzyl-2-morpholin-4-yl-2-oxo-ethyl)formamide (120301-87-3) → 2-isocyano-1-morpholin-4-yl-3-phenylpropan-1-one (85059-48-9)

Guidance literature:

With triethylamine; trichlorophosphate; In dichloromethane; at -30 - -20 ℃; for 2h;

DOI:10.1016/j.tet.2005.09.017

Reference yield: 94.0%

benzyl bromide (100-39-0) + isocyanoacetylmorpholine (67434-29-1) → 2-isocyano-1-morpholin-4-yl-3-phenylpropan-1-one (85059-48-9)

Guidance literature:

With cesium hydroxide; In acetonitrile; at 0 ℃; for 24h;

DOI:10.1055/s-2006-944224

Reference yield:

Phenylalanine (150-30-1,25191-15-5,658-69-5,67675-33-6) → 2-isocyano-1-morpholin-4-yl-3-phenylpropan-1-one (85059-48-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / Ac₂O / 1 h / 20 °C

2: 97 percent / Et₃N; EDC; HOBt / CH₂Cl₂ / 24 h / 20 °C

3: 87 percent / Et₃N; POCl₃ / CH₂Cl₂ / 3 h / -30 - -20 °C

With acetic anhydride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; trichlorophosphate; In dichloromethane;

DOI:10.1055/s-2004-831225

upstream raw materials:

N-(1-benzyl-2-morpholin-4-yl-2-oxo-ethyl)formamide

benzyl bromide

isocyanoacetylmorpholine

Phenylalanine

Downstream raw materials:

6-[1-(4-benzyl-5-morpholin-4-yl-oxazol-2-yl)-heptylamino]-hexanoic acid methyl ester

[1-(4-benzyl-5-morpholin-4-yl-oxazol-2-yl)-heptyl]-[2-(3,4-dimethoxy-phenyl)-ethyl]-amine

[1-(4-benzyl-5-morpholin-4-yl-oxazol-2-yl)-butyl]-(4-methoxy-benzyl)-amine

[1-(4-benzyl-5-morpholin-4-yl-oxazol-2-yl)-heptyl]-(3-methyl-benzyl)-amine