N-(Benzyloxycarbonyl)tetrapeptidsaeure

Base Information

• Chemical Name: N-(Benzyloxycarbonyl)tetrapeptidsaeure
• CAS No.: 109745-94-0
• Molecular Formula: C₃₁H₅₀N₄O₇
• Molecular Weight: 590.761
• Mol file: 109745-94-0.mol

Synonyms:

Chemical Property of N-(Benzyloxycarbonyl)tetrapeptidsaeure

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(Benzyloxycarbonyl)tetrapeptidsaeure

There total 18 articles about N-(Benzyloxycarbonyl)tetrapeptidsaeure 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:

Z-MeVal-OH (42417-65-2) → N-(Benzyloxycarbonyl)tetrapeptidsaeure (109745-94-0)

Guidance literature:

Multi-step reaction with 8 steps

1: 89 percent / H₂SO₄ / CH₂Cl₂ / 144 h

2: 94 percent / hydrogen / 5percent Pd/C / ethanol / 1 h / 2280 Torr

3: 87 percent / bis(3-cyan-4,6-dimethyl-2-pyridinyl)disulphide, triphenylphosphane / CH₂Cl₂ / 12 h / 1.) 2 d, -20 deg C, 2.) 1 d, -10 deg C

4: hydrogen / 5percentPd/C / ethanol / 0.67 h

5: 89 percent / bis(3-cyan-4,6-dimethyl-2-pyridinyl)disulphide, triphenylphosphine / CH₂Cl₂ / 1.) 2 d, -20 deg C, 2.) 1 d, -10 deg C, 3.) 5 h, 0 deg C

6: hydrogen / 5percent Pd/C / ethanol / 0.83 h

7: 79 percent / bis(3-cyan-4,6-dimethyl-2-pyridinyl)disulphide, triphenylphosphine / CHCl₃ / 1.) 3 d, -20 deg C, 2.) 3 h, 0 deg C

8: TFA / 8 h / -15 °C

With hydrogen; 3,3'-Dicyano-4,4',6,6'-tetramethyl-2,2'-dipyridinyl-disulfid; triphenylphosphine; trifluoroacetic acid; palladium on activated charcoal; 5% Pd on active carbon; sulfuric acid; In ethanol; dichloromethane; chloroform;

Reference yield:

Z-MeVal-OH (42417-65-2) → N-(tert-Butoxycarbonyl)-(R)-alanyl-N-Methyl-(S)-leucyl-N-methyl-(S)-leucyl-N-methyl-(S)-valin (109745-94-0)

Guidance literature:

Multi-step reaction with 10 steps

1: 89 percent / H₂SO₄ / CH₂Cl₂ / 144 h

2: 94 percent / hydrogen / 5percent Pd/C / ethanol / 1 h / 2280 Torr

3: 87 percent / bis(3-cyan-4,6-dimethyl-2-pyridinyl)disulphide, triphenylphosphane / CH₂Cl₂ / 12 h / 1.) 2 d, -20 deg C, 2.) 1 d, -10 deg C

4: hydrogen / 5percentPd/C / ethanol / 0.67 h

5: 89 percent / bis(3-cyan-4,6-dimethyl-2-pyridinyl)disulphide, triphenylphosphine / CH₂Cl₂ / 1.) 2 d, -20 deg C, 2.) 1 d, -10 deg C, 3.) 5 h, 0 deg C

6: hydrogen / 5percent Pd/C / ethanol / 0.83 h

7: 79 percent / bis(3-cyan-4,6-dimethyl-2-pyridinyl)disulphide, triphenylphosphine / CHCl₃ / 1.) 3 d, -20 deg C, 2.) 3 h, 0 deg C

8: TFA / 8 h / -15 °C

9: 87 mg / H₂ / 5percent Pd/C / ethanol / 1 h / 2206.5 Torr

10: KHCO₃ / H₂O; dioxane / 17 h / 0 °C

With hydrogen; potassium hydrogencarbonate; 3,3'-Dicyano-4,4',6,6'-tetramethyl-2,2'-dipyridinyl-disulfid; triphenylphosphine; trifluoroacetic acid; palladium on activated charcoal; 5% Pd on active carbon; sulfuric acid; In 1,4-dioxane; ethanol; dichloromethane; chloroform; water;

Reference yield:

N-Methyl-(S)-valin-tert-butylester (5616-87-5) → N-(tert-Butoxycarbonyl)-(R)-alanyl-N-Methyl-(S)-leucyl-N-methyl-(S)-leucyl-N-methyl-(S)-valin (109745-94-0)

Guidance literature:

Multi-step reaction with 8 steps

1: 87 percent / bis(3-cyan-4,6-dimethyl-2-pyridinyl)disulphide, triphenylphosphane / CH₂Cl₂ / 12 h / 1.) 2 d, -20 deg C, 2.) 1 d, -10 deg C

2: hydrogen / 5percentPd/C / ethanol / 0.67 h

3: 89 percent / bis(3-cyan-4,6-dimethyl-2-pyridinyl)disulphide, triphenylphosphine / CH₂Cl₂ / 1.) 2 d, -20 deg C, 2.) 1 d, -10 deg C, 3.) 5 h, 0 deg C

4: hydrogen / 5percent Pd/C / ethanol / 0.83 h

5: 79 percent / bis(3-cyan-4,6-dimethyl-2-pyridinyl)disulphide, triphenylphosphine / CHCl₃ / 1.) 3 d, -20 deg C, 2.) 3 h, 0 deg C

6: TFA / 8 h / -15 °C

7: 87 mg / H₂ / 5percent Pd/C / ethanol / 1 h / 2206.5 Torr

8: KHCO₃ / H₂O; dioxane / 17 h / 0 °C

With hydrogen; potassium hydrogencarbonate; 3,3'-Dicyano-4,4',6,6'-tetramethyl-2,2'-dipyridinyl-disulfid; triphenylphosphine; trifluoroacetic acid; palladium on activated charcoal; 5% Pd on active carbon; In 1,4-dioxane; ethanol; dichloromethane; chloroform; water;

upstream raw materials:

di-tert-butyl dicarbonate

(R)-Ala-MeLeu-MeLeu-MeVal-OH

Z-MeVal-OH

N-Methyl-(S)-valin-tert-butylester

Refernces