(2S)-3-(4-bisethoxyphosphono)phenyl-2-(tert-butoxycarbonyl)amino-2-methyl-N-((1S)-1-{N-[(2S)-2-(naphthylmethyl)pent-4-enyl]carbamoyl}-2-carbamoylethyl)propylamide

Base Information

• Chemical Name: (2S)-3-(4-bisethoxyphosphono)phenyl-2-(tert-butoxycarbonyl)amino-2-methyl-N-((1S)-1-{N-[(2S)-2-(naphthylmethyl)pent-4-enyl]carbamoyl}-2-carbamoylethyl)propylamide
• CAS No.: 847934-54-7
• Molecular Formula: C₃₉H₅₃N₄O₈P
• Molecular Weight: 736.846
• Mol file: 847934-54-7.mol

Synonyms:(2S)-3-(4-bisethoxyphosphono)phenyl-2-(tert-butoxycarbonyl)amino-2-methyl-N-((1S)-1-{N-[(2S)-2-(naphthylmethyl)pent-4-enyl]carbamoyl}-2-carbamoylethyl)propylamide

Chemical Property of (2S)-3-(4-bisethoxyphosphono)phenyl-2-(tert-butoxycarbonyl)amino-2-methyl-N-((1S)-1-{N-[(2S)-2-(naphthylmethyl)pent-4-enyl]carbamoyl}-2-carbamoylethyl)propylamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S)-3-(4-bisethoxyphosphono)phenyl-2-(tert-butoxycarbonyl)amino-2-methyl-N-((1S)-1-{N-[(2S)-2-(naphthylmethyl)pent-4-enyl]carbamoyl}-2-carbamoylethyl)propylamide

There total 1 articles about (2S)-3-(4-bisethoxyphosphono)phenyl-2-(tert-butoxycarbonyl)amino-2-methyl-N-((1S)-1-{N-[(2S)-2-(naphthylmethyl)pent-4-enyl]carbamoyl}-2-carbamoylethyl)propylamide 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: 38.0%

(2S)-2-amino-N1-[(2S)-2-(naphthylmethyl)-4-pentenyl]butanediamide (401810-36-4) + (2S)-2-(tert-butyloxycarbonyl)amino-3-(4-diethylphosphono)phenylpropionic acid (690254-42-3) → (2S)-3-(4-bisethoxyphosphono)phenyl-2-(tert-butoxycarbonyl)amino-2-methyl-N-((1S)-1-{N-[(2S)-2-(naphthylmethyl)pent-4-enyl]carbamoyl}-2-carbamoylethyl)propylamide (847934-54-7)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; fluoro-N,N,N',N'-tetramethylformamidinium hexafluorophosphate; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1021/jm0492709

Reference yield:

(2S)-3-(4-bisethoxyphosphono)phenyl-2-(tert-butoxycarbonyl)amino-2-methyl-N-((1S)-1-{N-[(2S)-2-(naphthylmethyl)pent-4-enyl]carbamoyl}-2-carbamoylethyl)propylamide (847934-54-7) → (4-{(S)-2-Amino-2-[(S)-2-carbamoyl-1-((S)-2-naphthalen-1-ylmethyl-pent-4-enylcarbamoyl)-ethylcarbamoyl]-propyl}-phenyl)-phosphonic acid diethyl ester

Guidance literature:

With methoxybenzene; trifluoroacetic acid; at 20 ℃;

DOI:10.1021/jm0492709

Reference yield:

(2S)-3-(4-bisethoxyphosphono)phenyl-2-(tert-butoxycarbonyl)amino-2-methyl-N-((1S)-1-{N-[(2S)-2-(naphthylmethyl)pent-4-enyl]carbamoyl}-2-carbamoylethyl)propylamide (847934-54-7) → 2-[(1S,5S,9R,13S)-3,12,15-triaza-13-(4-bisethoxyphosphono)phenylmethyl-9-[4-bis(tert-butoxy)phosphonomethyl]phenyl-13-methyl-5-naphthylmethyl-2,11,14-trioxocyclopentadec-7-enyl]acetamide (847934-56-9)

Guidance literature:

Multi-step reaction with 3 steps

1: trifluoroacetic acid; anisole / 20 °C

2: 30 mg / tetramethylfluoroformamidinium hexafluorophosphate; i-Pr₂NEt / dimethylformamide / 20 °C

3: 28 percent / Ru{CH[(2,4,6-Me₃C₆H₂)(CH₂)N]2}(=CHPh)(PCy₃)Cl₂ / CH₂Cl₂ / 24 h / 45 °C

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; methoxybenzene; N-ethyl-N,N-diisopropylamine; fluoro-N,N,N',N'-tetramethylformamidinium hexafluorophosphate; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm0492709

upstream raw materials:

(2S)-2-amino-N¹-[(2S)-2-(naphthylmethyl)-4-pentenyl]butanediamide

(2S)-2-(tert-butyloxycarbonyl)amino-3-(4-diethylphosphono)phenylpropionic acid

Downstream raw materials:

2-[(1S,5S,9R,13S)-3,12,15-triaza-13-(4-bisethoxyphosphono)phenylmethyl-9-[4-bis(tert-butoxy)phosphonomethyl]phenyl-13-methyl-5-naphthylmethyl-2,11,14-trioxocyclopentadec-7-enyl]acetamide

N-{(1S)-2-(4-bisethoxyphosphono)phenyl-1-methyl-1-[N-((1S)-1-{N-[(2S)-2-(naphthylmethyl)pent-4-enyl]carbamoyl}-2-carbamoylethyl)carbamoyl]ethyl}-(2S,3R)-2-(tert-butoxycarbonylmethyl)-3-{4-[bis(tert-butoxy)phosphonomethyl]phenyl}pent-4-enamide