(R)-N-((R)-1-(2-aminoethylamino)-1-oxo-3-phenylpropan-2-yl)-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-methylpentanamide

Base Information

Chemical Name:(R)-N-((R)-1-(2-aminoethylamino)-1-oxo-3-phenylpropan-2-yl)-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-methylpentanamide
CAS No.:1563181-79-2
Molecular Formula:C₃₆H₄₂Cl₂FN₅O₄
Molecular Weight:698.665
Hs Code.:

(R)-N-((R)-1-(2-aminoethylamino)-1-oxo-3-phenylpropan-2-yl)-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-methylpentanamide

Synonyms:(R)-N-((R)-1-(2-aminoethylamino)-1-oxo-3-phenylpropan-2-yl)-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-methylpentanamide

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Chemical Property of (R)-N-((R)-1-(2-aminoethylamino)-1-oxo-3-phenylpropan-2-yl)-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-methylpentanamide

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Technology Process of (R)-N-((R)-1-(2-aminoethylamino)-1-oxo-3-phenylpropan-2-yl)-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-methylpentanamide

There total 4 articles about (R)-N-((R)-1-(2-aminoethylamino)-1-oxo-3-phenylpropan-2-yl)-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-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: 80.0%

: 1563183-15-2
(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

: 383187-88-0
N-[2-(tert-butoxycarbonylamino)ethyl]-2-(S)-amino-3-phenylpropionamide

: 1563181-79-2
(R)-N-((R)-1-(2-aminoethylamino)-1-oxo-3-phenylpropan-2-yl)-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-methylpentanamide

Guidance literature:: (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; N-[2-(tert-butoxycarbonylamino)ethyl]-2-(S)-amino-3-phenylpropionamide; With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃; for 12h; Inert atmosphere;

With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 1h; Inert atmosphere;
DOI:10.1021/ml400528y

Reference yield:

: 60144-53-8
N-(tert-butoxycarbonyl)-4-fluoroaniline

: 1563181-79-2
(R)-N-((R)-1-(2-aminoethylamino)-1-oxo-3-phenylpropan-2-yl)-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-methylpentanamide

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 / 12 h / 0 - 20 °C / Inert atmosphere

6.2: 1 h / 0 °C / Inert atmosphere

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:

: 345938-08-1
4’-(tert-butoxycarbonyl)-6-fluoro-spiro[4H-3,1-benzoxazine-4,4’-piperidin]-2(1H)-one

: 1563181-79-2
(R)-N-((R)-1-(2-aminoethylamino)-1-oxo-3-phenylpropan-2-yl)-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-methylpentanamide

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 / 12 h / 0 - 20 °C / Inert atmosphere

5.2: 1 h / 0 °C / Inert atmosphere

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