N-tert-butoxycarbonylglycyl-(N⁶-benzyloxycarbonyllysyl)-γ-methylleucyl-(R)-3-undecyl-β-alanine methyl ester

Base Information

• Chemical Name: N-tert-butoxycarbonylglycyl-(N⁶-benzyloxycarbonyllysyl)-γ-methylleucyl-(R)-3-undecyl-β-alanine methyl ester
• CAS No.: 268565-29-3
• Molecular Formula: C₄₃H₇₃N₅O₉
• Molecular Weight: 804.081

Synonyms:N-tert-butoxycarbonylglycyl-(N⁶-benzyloxycarbonyllysyl)-γ-methylleucyl-(R)-3-undecyl-β-alanine methyl ester

Chemical Property of N-tert-butoxycarbonylglycyl-(N⁶-benzyloxycarbonyllysyl)-γ-methylleucyl-(R)-3-undecyl-β-alanine methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-tert-butoxycarbonylglycyl-(N⁶-benzyloxycarbonyllysyl)-γ-methylleucyl-(R)-3-undecyl-β-alanine methyl ester

There total 7 articles about N-tert-butoxycarbonylglycyl-(N⁶-benzyloxycarbonyllysyl)-γ-methylleucyl-(R)-3-undecyl-β-alanine methyl 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:

Dodecanal (112-54-9) → N-tert-butoxycarbonylglycyl-(N6-benzyloxycarbonyllysyl)-γ-methylleucyl-(R)-3-undecyl-β-alanine methyl ester (268565-29-3)

Guidance literature:

Multi-step reaction with 6 steps

1: 93 percent / toluene

2: 16 percent

3: hydrogen / Pd(OH)2/C / tetrahydrofuran; H₂O

4: 68 percent / diphenylphosphoryl azide; triethylamine / dimethylformamide

5: trifluoroacetic acid / CH₂Cl₂

6: WSCD*HCl; triethylamine / tetrahydrofuran

With WSCD*HCl; diphenylphosphoranyl azide; hydrogen; triethylamine; trifluoroacetic acid; palladium dihydroxide; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; toluene; 1: Substitution / 2: Addition / 3: Hydrogenolysis / 4: Condensation / 5: Hydrolysis / 6: Condensation;

DOI:10.1021/ol005631c

Reference yield:

tetradec-2-enoic acid methyl ester (22104-73-0) → N-tert-butoxycarbonylglycyl-(N6-benzyloxycarbonyllysyl)-γ-methylleucyl-(R)-3-undecyl-β-alanine methyl ester (268565-29-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 16 percent

2: hydrogen / Pd(OH)2/C / tetrahydrofuran; H₂O

3: 68 percent / diphenylphosphoryl azide; triethylamine / dimethylformamide

4: trifluoroacetic acid / CH₂Cl₂

5: WSCD*HCl; triethylamine / tetrahydrofuran

With WSCD*HCl; diphenylphosphoranyl azide; hydrogen; triethylamine; trifluoroacetic acid; palladium dihydroxide; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; 1: Addition / 2: Hydrogenolysis / 3: Condensation / 4: Hydrolysis / 5: Condensation;

DOI:10.1021/ol005631c

Reference yield:

(R)-3-((R)-1-Phenyl-ethylamino)-tetradecanoic acid methyl ester (268565-21-5) → N-tert-butoxycarbonylglycyl-(N6-benzyloxycarbonyllysyl)-γ-methylleucyl-(R)-3-undecyl-β-alanine methyl ester (268565-29-3)

Guidance literature:

Multi-step reaction with 4 steps

1: hydrogen / Pd(OH)2/C / tetrahydrofuran; H₂O

2: 68 percent / diphenylphosphoryl azide; triethylamine / dimethylformamide

3: trifluoroacetic acid / CH₂Cl₂

4: WSCD*HCl; triethylamine / tetrahydrofuran

With WSCD*HCl; diphenylphosphoranyl azide; hydrogen; triethylamine; trifluoroacetic acid; palladium dihydroxide; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; 1: Hydrogenolysis / 2: Condensation / 3: Hydrolysis / 4: Condensation;

DOI:10.1021/ol005631c

upstream raw materials:

Boc-Gly-L-Lys(Z)

Dodecanal

tetradec-2-enoic acid methyl ester

N-(tert-butoxycarbonyl)-L-tert-leucine

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