2-((S)-2-((S)-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-methylpentanamido)-3-phenylpropanamido)ethylcarbamic acid benzyl ester

Base Information

Chemical Name:2-((S)-2-((S)-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-methylpentanamido)-3-phenylpropanamido)ethylcarbamic acid benzyl ester
CAS No.:1563182-84-2
Molecular Formula:C₄₄H₄₈Cl₂FN₅O₆
Molecular Weight:832.799
Hs Code.:

2-((S)-2-((S)-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-methylpentanamido)-3-phenylpropanamido)ethylcarbamic acid benzyl ester

Synonyms:2-((S)-2-((S)-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-methylpentanamido)-3-phenylpropanamido)ethylcarbamic acid benzyl ester

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Chemical Property of 2-((S)-2-((S)-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-methylpentanamido)-3-phenylpropanamido)ethylcarbamic acid benzyl ester

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Technology Process of 2-((S)-2-((S)-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-methylpentanamido)-3-phenylpropanamido)ethylcarbamic acid benzyl ester

There total 5 articles about 2-((S)-2-((S)-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-methylpentanamido)-3-phenylpropanamido)ethylcarbamic acid benzyl 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: 71.0%

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

: 1563182-82-0
2-((S)-2-((S)-2-(3,4-dichlorophenyl)-N-methyl-5-oxopentanamido)-3-phenylpropanamido)ethyl carbamic acid benzyl ester

: 1563182-84-2
2-((S)-2-((S)-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-methylpentanamido)-3-phenylpropanamido)ethylcarbamic acid benzyl ester

Guidance literature:: 6-fluoro-1-methylspiro[benzo[d][1,3]oxazine-4,4'-piperidin]-2(1H)-one; 2-((S)-2-((S)-2-(3,4-dichlorophenyl)-N-methyl-5-oxopentanamido)-3-phenylpropanamido)ethyl carbamic acid benzyl ester; In 1,2-dichloro-ethane; at 20 ℃; for 18h; 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:

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

: 1563182-84-2
2-((S)-2-((S)-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-methylpentanamido)-3-phenylpropanamido)ethylcarbamic acid benzyl 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: 1,2-dichloro-ethane / 18 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; 1,2-dichloro-ethane; N,N-dimethyl-formamide; pentane;
DOI:10.1021/ml400528y

Reference yield:

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

: 1563182-84-2
2-((S)-2-((S)-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-methylpentanamido)-3-phenylpropanamido)ethylcarbamic acid benzyl 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: 1,2-dichloro-ethane / 18 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; 1,2-dichloro-ethane; N,N-dimethyl-formamide; pentane;
DOI:10.1021/ml400528y