N-(D-valylleucyl-D-lysyl)-N',N'-bis(2-chloroethyl)-p-phenylenediamine bis(trifluoroacetate)

Base Information

• Chemical Name: N-(D-valylleucyl-D-lysyl)-N',N'-bis(2-chloroethyl)-p-phenylenediamine bis(trifluoroacetate)
• CAS No.: 84559-77-3
• Molecular Formula: 2C₂HF₃O₂*C₂₇H₄₆Cl₂N₆O₃
• Molecular Weight: 801.655
• Mol file: 84559-77-3.mol

Synonyms:N-(D-valylleucyl-D-lysyl)-N',N'-bis(2-chloroethyl)-p-phenylenediamine bis(trifluoroacetate)

Chemical Property of N-(D-valylleucyl-D-lysyl)-N',N'-bis(2-chloroethyl)-p-phenylenediamine bis(trifluoroacetate)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(D-valylleucyl-D-lysyl)-N',N'-bis(2-chloroethyl)-p-phenylenediamine bis(trifluoroacetate)

There total 11 articles about N-(D-valylleucyl-D-lysyl)-N',N'-bis(2-chloroethyl)-p-phenylenediamine bis(trifluoroacetate) 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: 100.0%

N-α-(tert-buthoxycarbonyl)-D-valylleucyl-Nε-(tert-buthoxycarbonyl)-D-lysyl>-N',N'-bis(2-chloroethyl)-p-phenylenediamine (84559-74-0) + trifluoroacetic acid (76-05-1) → N-(D-valylleucyl-D-lysyl)-N',N'-bis(2-chloroethyl)-p-phenylenediamine bis(trifluoroacetate) (84559-77-3)

Guidance literature:

In dichloromethane; for 0.5h; Ambient temperature;

DOI:10.1021/jm00359a003

Reference yield:

Boc-D-Val-OH (22838-58-0) → N-(D-valylleucyl-D-lysyl)-N',N'-bis(2-chloroethyl)-p-phenylenediamine bis(trifluoroacetate) (84559-77-3)

Guidance literature:

Multi-step reaction with 6 steps

1: 91 percent / triethylamine, dicyclohexylcarbodiimide (DCC), 1-hydroxybenzotriazole (HOBT) H₂O / dimethylformamide; CH₂Cl₂ / 4 h / 0 °C

2: 98 percent / H₂ / 5percent PdC / methanol

3: 1.) N-methylmorpholine, isobutyl chloroformate / 1.) THF, -15 - -10 deg, 15 min., 2.) THF, DMF, a) -15 - -10 deg, 2h, b) RT, overnight

4: 79 percent / NaOH / dimethylformamide; acetone / 1 h / Ambient temperature

5: 1.) N-methylmorpholine, isobutyl chloroformate, 2.) N-methylmorpholine / 1.) THF, -15 - -10 deg, 15 min., 2.) THF, DMF, a) -15 - -10 deg, 2h, b) RT, overnight

6: 100 percent / CH₂Cl₂ / 0.5 h / Ambient temperature

With 4-methyl-morpholine; sodium hydroxide; hydrogen; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; isobutyl chloroformate; dipyridinium dichromate; In methanol; dichloromethane; N,N-dimethyl-formamide; acetone;

DOI:10.1021/jm00359a003

Reference yield:

L-leucine benzyl ester p-toluenesulfonate (1738-77-8) → N-(D-valylleucyl-D-lysyl)-N',N'-bis(2-chloroethyl)-p-phenylenediamine bis(trifluoroacetate) (84559-77-3)

Guidance literature:

Multi-step reaction with 6 steps

1: 91 percent / triethylamine, dicyclohexylcarbodiimide (DCC), 1-hydroxybenzotriazole (HOBT) H₂O / dimethylformamide; CH₂Cl₂ / 4 h / 0 °C

2: 98 percent / H₂ / 5percent PdC / methanol

3: 1.) N-methylmorpholine, isobutyl chloroformate / 1.) THF, -15 - -10 deg, 15 min., 2.) THF, DMF, a) -15 - -10 deg, 2h, b) RT, overnight

4: 79 percent / NaOH / dimethylformamide; acetone / 1 h / Ambient temperature

5: 1.) N-methylmorpholine, isobutyl chloroformate, 2.) N-methylmorpholine / 1.) THF, -15 - -10 deg, 15 min., 2.) THF, DMF, a) -15 - -10 deg, 2h, b) RT, overnight

6: 100 percent / CH₂Cl₂ / 0.5 h / Ambient temperature

With 4-methyl-morpholine; sodium hydroxide; hydrogen; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; isobutyl chloroformate; dipyridinium dichromate; In methanol; dichloromethane; N,N-dimethyl-formamide; acetone;

DOI:10.1021/jm00359a003

upstream raw materials:

N-α-(tert-buthoxycarbonyl)-D-valylleucyl-N^ε-(tert-buthoxycarbonyl)-D-lysyl>-N',N'-bis(2-chloroethyl)-p-phenylenediamine

trifluoroacetic acid

Boc-D-Val-OH

L-leucine benzyl ester p-toluenesulfonate