(S)-2-[(S)-2-tert-Butoxycarbonylamino-6-(2-trimethylsilanyl-ethoxycarbonylamino)-hexanoylamino]-6-(2-trimethylsilanyl-ethoxycarbonylamino)-hexanoic acid 4-nitro-phenyl ester

Base Information

• Chemical Name: (S)-2-[(S)-2-tert-Butoxycarbonylamino-6-(2-trimethylsilanyl-ethoxycarbonylamino)-hexanoylamino]-6-(2-trimethylsilanyl-ethoxycarbonylamino)-hexanoic acid 4-nitro-phenyl ester
• CAS No.: 122903-61-1
• Molecular Formula: C₃₅H₆₁N₅O₁₁Si₂
• Molecular Weight: 784.067
• Mol file: 122903-61-1.mol

Synonyms:

Chemical Property of (S)-2-[(S)-2-tert-Butoxycarbonylamino-6-(2-trimethylsilanyl-ethoxycarbonylamino)-hexanoylamino]-6-(2-trimethylsilanyl-ethoxycarbonylamino)-hexanoic acid 4-nitro-phenyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-[(S)-2-tert-Butoxycarbonylamino-6-(2-trimethylsilanyl-ethoxycarbonylamino)-hexanoylamino]-6-(2-trimethylsilanyl-ethoxycarbonylamino)-hexanoic acid 4-nitro-phenyl ester

There total 4 articles about (S)-2-[(S)-2-tert-Butoxycarbonylamino-6-(2-trimethylsilanyl-ethoxycarbonylamino)-hexanoylamino]-6-(2-trimethylsilanyl-ethoxycarbonylamino)-hexanoic acid 4-nitro-phenyl 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:

bis-(p-nitrophenyl) carbonate (5070-13-3) + Nα-α-(tert-butyloxycarbonyl)-Nε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysyl>-Nε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysine (122903-59-7) → (S)-2-[(S)-2-tert-Butoxycarbonylamino-6-(2-trimethylsilanyl-ethoxycarbonylamino)-hexanoylamino]-6-(2-trimethylsilanyl-ethoxycarbonylamino)-hexanoic acid 4-nitro-phenyl ester (122903-61-1)

Guidance literature:

With Etifelmin; In N,N-dimethyl-formamide; at 65 - 70 ℃; for 4h;

DOI:10.1021/jo00284a031

Reference yield:

Nα-(tert-butyloxycarbonyl)-Nε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysine (85167-76-6) → (S)-2-[(S)-2-tert-Butoxycarbonylamino-6-(2-trimethylsilanyl-ethoxycarbonylamino)-hexanoylamino]-6-(2-trimethylsilanyl-ethoxycarbonylamino)-hexanoic acid 4-nitro-phenyl ester (122903-61-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 93 percent / N,N'-dicyclohexylcarbodiimide (DCC) / ethyl acetate / 24 h / Ambient temperature

2: 88 percent / N-ethyl-N,N-diisopropylamine (EDPA) / CH₂Cl₂ / 72 h / 25 - 30 °C

3: EDPA / dimethylformamide / 4 h / 65 - 70 °C

With Etifelmin; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jo00284a031

Reference yield:

Nα-(tert-butyloxycarbonyl)-Nε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysine N-hydroxysuccinimide ester (122924-32-7) → (S)-2-[(S)-2-tert-Butoxycarbonylamino-6-(2-trimethylsilanyl-ethoxycarbonylamino)-hexanoylamino]-6-(2-trimethylsilanyl-ethoxycarbonylamino)-hexanoic acid 4-nitro-phenyl ester (122903-61-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / N-ethyl-N,N-diisopropylamine (EDPA) / CH₂Cl₂ / 72 h / 25 - 30 °C

2: EDPA / dimethylformamide / 4 h / 65 - 70 °C

With Etifelmin; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo00284a031

upstream raw materials:

bis-(p-nitrophenyl) carbonate

N^α-α-(tert-butyloxycarbonyl)-N^ε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysyl>-N^ε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysine

N^α-(tert-butyloxycarbonyl)-N^ε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysine N-hydroxysuccinimide ester

(S)-2-tert-Butoxycarbonylamino-6-(2-trimethylsilanyl-ethoxycarbonylamino)-hexanoic acid 3-nitro-phenyl ester

Downstream raw materials:

N^α-α-α-α-(9-fluorenylmethyloxycarbonyl)-N^ε-(benzyloxycarbonyl)-L-lysyl>-N^ε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysyl>-N^ε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysyl>-N^ε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysine

Refernces