epi-benzyl-ψ-stylostatin

Base Information

• Chemical Name: epi-benzyl-ψ-stylostatin
• CAS No.: 646057-85-4
• Molecular Formula: C₄₅H₆₂N₈O₁₀
• Molecular Weight: 875.035
• Mol file: 646057-85-4.mol

Synonyms:epi-benzyl-ψ-stylostatin

Chemical Property of epi-benzyl-ψ-stylostatin

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of epi-benzyl-ψ-stylostatin

There total 4 articles about epi-benzyl-ψ-stylostatin 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: 32.0%

H-Pro-Phe-Asn-{Ser(Bn)-Leu}-Ala-Ile-OH (646057-80-9) → epi-benzyl-ψ-stylostatin (646057-85-4) + benzyl-ψ-stylostatin (646057-84-3)

Guidance literature:

With benzotriazol-1-yl-oxy-tris-pyrrolidinophosphonium; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

DOI:10.1021/jm030943h

Reference yield:

(3S,4S,5R)-3-amino-5-benzyloxy-N-[(1S)-1-(tert-butoxycarbonyl)-3-methylbutyl]-4-hydroxypiperidin-2-one (239784-28-2) → epi-benzyl-ψ-stylostatin (646057-85-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 98 percent / NaHCO₃ / acetone / 8 h / 20 °C

2: 80 percent / trifluoroacetic acid / CH₂Cl₂ / 2.5 h / 20 °C

3: 19 percent / benzotriazol-1-yl-N-oxy-tris(pyrrolidino)phosphonium; N,N-diisopropylethylamine / dimethylformamide / 2 h / 20 °C

With benzotriazol-1-yl-oxy-tris-pyrrolidinophosphonium; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide; acetone;

DOI:10.1021/jm030943h

Reference yield:

(3S,4S,5R)-5-benzyloxy-N-[(1S)-1-(tert-butoxycarbonyl)-3-methylbutyl]-3-(9-fluorenylmethoxycarbonylamino)-4-hydroxypiperidin-2-one (646057-70-7) → epi-benzyl-ψ-stylostatin (646057-85-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 80 percent / trifluoroacetic acid / CH₂Cl₂ / 2.5 h / 20 °C

2: 19 percent / benzotriazol-1-yl-N-oxy-tris(pyrrolidino)phosphonium; N,N-diisopropylethylamine / dimethylformamide / 2 h / 20 °C

With benzotriazol-1-yl-oxy-tris-pyrrolidinophosphonium; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm030943h

upstream raw materials:

H-Pro-Phe-Asn-{Ser(Bn)-Leu}-Ala-Ile-OH

(3S,4S,5R)-3-amino-5-benzyloxy-N-[(1S)-1-(tert-butoxycarbonyl)-3-methylbutyl]-4-hydroxypiperidin-2-one

(3S,4S,5R)-5-benzyloxy-N-[(1S)-1-(tert-butoxycarbonyl)-3-methylbutyl]-3-(9-fluorenylmethoxycarbonylamino)-4-hydroxypiperidin-2-one

2(S)-2-[(3R,4S,5R)-5-benzyloxy-3-(fluorenyloxycarbonylamino)-4-hydroxy-2-oxo-1-piperidinyl]isohexanoic acid