tert-butyl 3-((R)-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,2-dimethylbutanamido)-3-phenylpropanamido)propylcarbamate

Base Information

• Chemical Name: tert-butyl 3-((R)-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,2-dimethylbutanamido)-3-phenylpropanamido)propylcarbamate
• CAS No.: 1563183-38-9
• Molecular Formula: C₄₂H₅₂Cl₂FN₅O₆
• Molecular Weight: 812.809
• Mol file: 1563183-38-9.mol

Synonyms:tert-butyl 3-((R)-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,2-dimethylbutanamido)-3-phenylpropanamido)propylcarbamate

Chemical Property of tert-butyl 3-((R)-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,2-dimethylbutanamido)-3-phenylpropanamido)propylcarbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl 3-((R)-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,2-dimethylbutanamido)-3-phenylpropanamido)propylcarbamate

There total 12 articles about tert-butyl 3-((R)-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,2-dimethylbutanamido)-3-phenylpropanamido)propylcarbamate 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: 65.0%

6-fluoro-1-methylspiro[benzo[d][1,3]oxazine-4,4'-piperidin]-2(1H)-one (1036926-64-3) + C29H37Cl2N3O5 → tert-butyl 3-((R)-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,2-dimethylbutanamido)-3-phenylpropanamido)propylcarbamate (1563183-38-9)

Guidance literature:

With methanol; sodium tris(acetoxy)borohydride; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1021/ml400528y

Reference yield:

N-(tert-butoxycarbonyl)-4-fluoroaniline (60144-53-8) → tert-butyl 3-((R)-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,2-dimethylbutanamido)-3-phenylpropanamido)propylcarbamate (1563183-38-9)

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: methanol; sodium tris(acetoxy)borohydride / 2 h / 20 °C / Inert atmosphere

With methanol; tert.-butyl lithium; sodium tris(acetoxy)borohydride; caesium carbonate; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; pentane;

DOI:10.1021/ml400528y

Reference yield:

N-tert-butyloxycarbonylpiperidin-4-one (79099-07-3) → tert-butyl 3-((R)-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,2-dimethylbutanamido)-3-phenylpropanamido)propylcarbamate (1563183-38-9)

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: methanol; sodium tris(acetoxy)borohydride / 2 h / 20 °C / Inert atmosphere

With methanol; tert.-butyl lithium; sodium tris(acetoxy)borohydride; caesium carbonate; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; pentane;

DOI:10.1021/ml400528y

upstream raw materials:

N-(tert-butoxycarbonyl)-4-fluoroaniline

N-tert-butyloxycarbonylpiperidin-4-one

3,4-dichlorophenyl acetic acid

2-(S)-(3,4-dichloro-phenyl)-4-pentenoic acid