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

Base Information

Chemical Name:2-((S)-2-((S)-2-(3,4-dichlorophenyl)-N-methyl-5-oxopentanamido)-3-phenylpropanamido)ethyl carbamic acid benzyl ester
CAS No.:1563182-82-0
Molecular Formula:C₃₁H₃₃Cl₂N₃O₅
Molecular Weight:598.526
Hs Code.:

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

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Chemical Property of 2-((S)-2-((S)-2-(3,4-dichlorophenyl)-N-methyl-5-oxopentanamido)-3-phenylpropanamido)ethyl carbamic acid benzyl ester

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Technology Process of 2-((S)-2-((S)-2-(3,4-dichlorophenyl)-N-methyl-5-oxopentanamido)-3-phenylpropanamido)ethyl carbamic acid benzyl ester

There total 1 articles about 2-((S)-2-((S)-2-(3,4-dichlorophenyl)-N-methyl-5-oxopentanamido)-3-phenylpropanamido)ethyl carbamic 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: 97.0%

: 1563182-80-8
2-((S)-2-((S)-2-(3,4-dichlorophenyl)-5-hydroxy-N-methylpentanamido)-3-phenylpropanamido)-ethyl carbamic acid benzylester

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

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 20 ℃; Inert atmosphere;
DOI:10.1021/ml400528y

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:

: 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

: (S)-N-((S)-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)-N-methylpentanamide dihydrochloride

Guidance literature:: Multi-step reaction with 2 steps

1.1: 1,2-dichloro-ethane / 18 h / 20 °C / Molecular sieve; Inert atmosphere

1.2: 18 h / 20 °C / Inert atmosphere

2.1: palladium 10% on activated carbon; hydrogen; hydrogenchloride / methanol; 1,4-dioxane / 0.24 h / 20 °C

With hydrogenchloride; palladium 10% on activated carbon; hydrogen; In 1,4-dioxane; methanol; 1,2-dichloro-ethane;
DOI:10.1021/ml400528y