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)-2-methylbutanamido)-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)-2-methylbutanamido)-2-phenylacetamido)ethyl carbamic acid tert-butyl ester
CAS No.:1563182-92-2
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)-2-methylbutanamido)-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)-2-methylbutanamido)-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)-2-methylbutanamido)-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)-2-methylbutanamido)-2-phenylacetamido)ethyl carbamic acid tert-butyl ester

There total 7 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)-2-methylbutanamido)-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: 74.0%

: C₁₅H₂₃N₃O₃

: 1563182-91-1
(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)-2-methylbutanoic acid

: 1563182-92-2
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)-2-methylbutanamido)-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; (S)-2-(trimethylsilyl)ethyl 2-(3,4-dichlorophenyl)-2-methyl-4-oxobutanoate; In 1,2-dichloro-ethane; at 20 ℃; for 3h; Molecular sieve; Inert atmosphere;

With sodium tris(acetoxy)borohydride; In 1,2-dichloro-ethane; at 20 ℃; for 18h; Inert atmosphere;
DOI:10.1021/ml400528y

Reference yield:

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

: 1563182-92-2
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)-2-methylbutanamido)-2-phenylacetamido)ethyl carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 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 / 18 h / 20 °C / Molecular sieve; Inert atmosphere

4.2: 24 h / 20 °C / Inert atmosphere

5.1: N-ethyl-N,N-diisopropylamine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / dichloromethane; tetrahydrofuran / 12 h / 20 °C / Inert atmosphere

With tert.-butyl lithium; caesium carbonate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; pentane;
DOI:10.1021/ml400528y

Reference yield:

: 173457-29-9
2-(3,4-dichloro-phenyl)-pent-4-enoic acid methyl ester

: 1563182-92-2
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)-2-methylbutanamido)-2-phenylacetamido)ethyl carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: sodium hydride / tetrahydrofuran; N,N-dimethyl-formamide; mineral oil / 5 h / 0 - 20 °C / Inert atmosphere

1.2: 2 h / 20 °C / Inert atmosphere

2.1: lithium hydroxide; water / methanol / 10 h / Reflux

3.1: ethyl acetate / Resolution of racemate; Inert atmosphere

4.1: hydrogenchloride / ethyl acetate; water

5.1: osmium(VIII) oxide; sodium periodate / tetrahydrofuran; water / 18 h / 20 °C / Darkness

6.1: dichloromethane / 18 h / 20 °C / Molecular sieve; Inert atmosphere

6.2: 24 h / 20 °C / Inert atmosphere

7.1: N-ethyl-N,N-diisopropylamine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / dichloromethane; tetrahydrofuran / 12 h / 20 °C / Inert atmosphere

With hydrogenchloride; sodium periodate; osmium(VIII) oxide; water; sodium hydride; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; lithium hydroxide; In tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/ml400528y