2-((S)-2-((R)-2-(3,4-dichlorophenyl)-4-(6-fluoro-1-methyl-2-oxo-1,2-dihydrospiro[benzo[d][1,3]oxazine-4,4'-piperidine]-1'-yl)-N-methyl butanamido)-2-phenylacetamido)ethyl carbamic acid tert-butyl ester

Base Information

Chemical Name:2-((S)-2-((R)-2-(3,4-dichlorophenyl)-4-(6-fluoro-1-methyl-2-oxo-1,2-dihydrospiro[benzo[d][1,3]oxazine-4,4'-piperidine]-1'-yl)-N-methyl butanamido)-2-phenylacetamido)ethyl carbamic acid tert-butyl ester
CAS No.:1563182-88-6
Molecular Formula:C₃₉H₄₆Cl₂FN₅O₆
Molecular Weight:770.729
Hs Code.:

2-((S)-2-((R)-2-(3,4-dichlorophenyl)-4-(6-fluoro-1-methyl-2-oxo-1,2-dihydrospiro[benzo[d][1,3]oxazine-4,4'-piperidine]-1'-yl)-N-methyl butanamido)-2-phenylacetamido)ethyl carbamic acid tert-butyl ester

Synonyms:2-((S)-2-((R)-2-(3,4-dichlorophenyl)-4-(6-fluoro-1-methyl-2-oxo-1,2-dihydrospiro[benzo[d][1,3]oxazine-4,4'-piperidine]-1'-yl)-N-methyl butanamido)-2-phenylacetamido)ethyl carbamic acid tert-butyl ester

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Chemical Property of 2-((S)-2-((R)-2-(3,4-dichlorophenyl)-4-(6-fluoro-1-methyl-2-oxo-1,2-dihydrospiro[benzo[d][1,3]oxazine-4,4'-piperidine]-1'-yl)-N-methyl butanamido)-2-phenylacetamido)ethyl carbamic acid tert-butyl ester

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Technology Process of 2-((S)-2-((R)-2-(3,4-dichlorophenyl)-4-(6-fluoro-1-methyl-2-oxo-1,2-dihydrospiro[benzo[d][1,3]oxazine-4,4'-piperidine]-1'-yl)-N-methyl butanamido)-2-phenylacetamido)ethyl carbamic acid tert-butyl ester

There total 6 articles about 2-((S)-2-((R)-2-(3,4-dichlorophenyl)-4-(6-fluoro-1-methyl-2-oxo-1,2-dihydrospiro[benzo[d][1,3]oxazine-4,4'-piperidine]-1'-yl)-N-methyl butanamido)-2-phenylacetamido)ethyl carbamic acid tert-butyl ester 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: 48.0%

: 1036926-64-3
6-fluoro-1-methylspiro[benzo[d][1,3]oxazine-4,4'-piperidin]-2(1H)-one

: 1563182-87-5
2-((S)-2-((R)-2-(3,4-dichlorophenyl)-N-methyl-4-oxobutanamido)-2-phenylacetamido)ethyl carbamic acid tert-butyl ester

: 1563182-88-6
2-((S)-2-((R)-2-(3,4-dichlorophenyl)-4-(6-fluoro-1-methyl-2-oxo-1,2-dihydrospiro[benzo[d][1,3]oxazine-4,4'-piperidine]-1'-yl)-N-methyl butanamido)-2-phenylacetamido)ethyl carbamic acid tert-butyl ester

Guidance literature:: 6-fluoro-1-methylspiro[benzo[d][1,3]oxazine-4,4'-piperidin]-2(1H)-one; 2-((S)-2-((R)-2-(3,4-dichlorophenyl)-N-methyl-4-oxobutanamido)-2-phenylacetamido)ethyl carbamic acid tert-butyl ester; In dichloromethane; at 20 ℃; for 1h; Molecular sieve; Inert atmosphere;

With sodium tris(acetoxy)borohydride; In dichloromethane; at 20 ℃; for 18h; Inert atmosphere;
DOI:10.1021/ml400528y

Reference yield:

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

: 1563182-88-6
2-((S)-2-((R)-2-(3,4-dichlorophenyl)-4-(6-fluoro-1-methyl-2-oxo-1,2-dihydrospiro[benzo[d][1,3]oxazine-4,4'-piperidine]-1'-yl)-N-methyl butanamido)-2-phenylacetamido)ethyl carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 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: dichloromethane / 1 h / 20 °C / Molecular sieve; Inert atmosphere

4.2: 18 h / 20 °C / Inert atmosphere

With tert.-butyl lithium; caesium carbonate; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; pentane;
DOI:10.1021/ml400528y

Reference yield:

: 5807-30-7
3,4-dichlorophenyl acetic acid

: 1563182-88-6
2-((S)-2-((R)-2-(3,4-dichlorophenyl)-4-(6-fluoro-1-methyl-2-oxo-1,2-dihydrospiro[benzo[d][1,3]oxazine-4,4'-piperidine]-1'-yl)-N-methyl butanamido)-2-phenylacetamido)ethyl carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran; pentane / 2 h / -25 °C / Inert atmosphere

1.2: 1.27 h / -25 - 20 °C / Inert atmosphere

2.1: ethyl acetate / Resolution of racemate; Inert atmosphere

3.1: hydrogenchloride / ethyl acetate; water

4.1: N-ethyl-N,N-diisopropylamine; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate / tetrahydrofuran / 6 h / 20 °C / Inert atmosphere

5.1: 4-methylmorpholine N-oxide; osmium(VIII) oxide / tetrahydrofuran; water / 3 h / 20 °C / Darkness

5.2: 12 h / 20 °C

6.1: dichloromethane / 1 h / 20 °C / Molecular sieve; Inert atmosphere

6.2: 18 h / 20 °C / Inert atmosphere

With hydrogenchloride; osmium(VIII) oxide; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; water; ethyl acetate; pentane;
DOI:10.1021/ml400528y