(R)-2-(3,4-dichlorophenyl)-5-(6-fluoro-1-methyl-2-oxo-1,2-dihydrospiro[benzo[d][1,3]oxazine-4,4'-piperidine]-1'-yl)-N-((R)-1-(2-hydroxyethylamino)-1-oxo-3-phenylpropan-2-yl)-2-methylpentanamide

Base Information

• Chemical Name: (R)-2-(3,4-dichlorophenyl)-5-(6-fluoro-1-methyl-2-oxo-1,2-dihydrospiro[benzo[d][1,3]oxazine-4,4'-piperidine]-1'-yl)-N-((R)-1-(2-hydroxyethylamino)-1-oxo-3-phenylpropan-2-yl)-2-methylpentanamide
• CAS No.: 1563181-94-1
• Molecular Formula: C₃₆H₄₁Cl₂FN₄O₅
• Molecular Weight: 699.65
• Mol file: 1563181-94-1.mol

Synonyms:(R)-2-(3,4-dichlorophenyl)-5-(6-fluoro-1-methyl-2-oxo-1,2-dihydrospiro[benzo[d][1,3]oxazine-4,4'-piperidine]-1'-yl)-N-((R)-1-(2-hydroxyethylamino)-1-oxo-3-phenylpropan-2-yl)-2-methylpentanamide

Chemical Property of (R)-2-(3,4-dichlorophenyl)-5-(6-fluoro-1-methyl-2-oxo-1,2-dihydrospiro[benzo[d][1,3]oxazine-4,4'-piperidine]-1'-yl)-N-((R)-1-(2-hydroxyethylamino)-1-oxo-3-phenylpropan-2-yl)-2-methylpentanamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-2-(3,4-dichlorophenyl)-5-(6-fluoro-1-methyl-2-oxo-1,2-dihydrospiro[benzo[d][1,3]oxazine-4,4'-piperidine]-1'-yl)-N-((R)-1-(2-hydroxyethylamino)-1-oxo-3-phenylpropan-2-yl)-2-methylpentanamide

There total 3 articles about (R)-2-(3,4-dichlorophenyl)-5-(6-fluoro-1-methyl-2-oxo-1,2-dihydrospiro[benzo[d][1,3]oxazine-4,4'-piperidine]-1'-yl)-N-((R)-1-(2-hydroxyethylamino)-1-oxo-3-phenylpropan-2-yl)-2-methylpentanamide 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: 85.0%

(R)-2-(3,4-dichlorophenyl)-5-(6-fluoro-1-methyl-2-oxo-1,2-dihydrospiro[benzo[d][1,3]oxazine-4,4'-piperidine]-1'-yl)-2-methylpentanoic acid (1563183-15-2) + 2-amino-N-(2-hydroxyethyl)-3-phenylpropanamide (160067-48-1) → (R)-2-(3,4-dichlorophenyl)-5-(6-fluoro-1-methyl-2-oxo-1,2-dihydrospiro[benzo[d][1,3]oxazine-4,4'-piperidine]-1'-yl)-N-((R)-1-(2-hydroxyethylamino)-1-oxo-3-phenylpropan-2-yl)-2-methylpentanamide (1563181-94-1)

Guidance literature:

With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1021/ml400528y

Reference yield:

N-(tert-butoxycarbonyl)-4-fluoroaniline (60144-53-8) → (R)-2-(3,4-dichlorophenyl)-5-(6-fluoro-1-methyl-2-oxo-1,2-dihydrospiro[benzo[d][1,3]oxazine-4,4'-piperidine]-1'-yl)-N-((R)-1-(2-hydroxyethylamino)-1-oxo-3-phenylpropan-2-yl)-2-methylpentanamide (1563181-94-1)

Guidance literature:

Multi-step reaction with 6 steps

1.1: tert.-butyl lithium / tetrahydrofuran; pentane / 4.5 h / -78 - -15 °C / Inert atmosphere

1.2: 0.42 h / -78 °C / Inert atmosphere

1.3: 13 h / -78 - 70 °C / Inert atmosphere

2.1: caesium carbonate / N,N-dimethyl-formamide / 16 h / 20 °C / Inert atmosphere; Molecular sieve

3.1: trifluoroacetic acid / dichloromethane / 16 h / 0 - 20 °C / Inert atmosphere

4.1: caesium carbonate / N,N-dimethyl-formamide / 0.5 h

4.2: 4 h / 20 °C

5.1: lithium hydroxide; water / tetrahydrofuran / 12 h / Reflux; Inert atmosphere

6.1: N-ethyl-N,N-diisopropylamine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / dichloromethane / 0 - 20 °C

With water; tert.-butyl lithium; caesium carbonate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; lithium hydroxide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; pentane;

DOI:10.1021/ml400528y

Reference yield:

4’-(tert-butoxycarbonyl)-6-fluoro-spiro[4H-3,1-benzoxazine-4,4’-piperidin]-2(1H)-one (345938-08-1) → (R)-2-(3,4-dichlorophenyl)-5-(6-fluoro-1-methyl-2-oxo-1,2-dihydrospiro[benzo[d][1,3]oxazine-4,4'-piperidine]-1'-yl)-N-((R)-1-(2-hydroxyethylamino)-1-oxo-3-phenylpropan-2-yl)-2-methylpentanamide (1563181-94-1)

Guidance literature:

Multi-step reaction with 5 steps

1.1: caesium carbonate / N,N-dimethyl-formamide / 16 h / 20 °C / Inert atmosphere; Molecular sieve

2.1: trifluoroacetic acid / dichloromethane / 16 h / 0 - 20 °C / Inert atmosphere

3.1: caesium carbonate / N,N-dimethyl-formamide / 0.5 h

3.2: 4 h / 20 °C

4.1: lithium hydroxide; water / tetrahydrofuran / 12 h / Reflux; Inert atmosphere

5.1: N-ethyl-N,N-diisopropylamine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / dichloromethane / 0 - 20 °C

With water; caesium carbonate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; lithium hydroxide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ml400528y

upstream raw materials:

N-(tert-butoxycarbonyl)-4-fluoroaniline

4’-(tert-butoxycarbonyl)-6-fluoro-spiro[4H-3,1-benzoxazine-4,4’-piperidin]-2(1H)-one

(R)-2-(3,4-dichlorophenyl)-5-(6-fluoro-1-methyl-2-oxo-1,2-dihydrospiro[benzo[d][1,3]oxazine-4,4'-piperidine]-1'-yl)-2-methylpentanoic acid

2-amino-N-(2-hydroxyethyl)-3-phenylpropanamide