N^α-palmitoyl-N^ε-10,12-pentacosadiynoyl-(S)-lysinyl-(S)-alanyl-(S)-leucinyl-(S)-phenylalanyl-glycine[3-(β-D-galactopyranosyloxy)propyl]amide

Base Information

• Chemical Name: N^α-palmitoyl-N^ε-10,12-pentacosadiynoyl-(S)-lysinyl-(S)-alanyl-(S)-leucinyl-(S)-phenylalanyl-glycine[3-(β-D-galactopyranosyloxy)propyl]amide
• CAS No.: 284670-60-6
• Molecular Formula: C₇₆H₁₂₉N₇O₁₃
• Molecular Weight: 1348.9

Synonyms:N^α-palmitoyl-N^ε-10,12-pentacosadiynoyl-(S)-lysinyl-(S)-alanyl-(S)-leucinyl-(S)-phenylalanyl-glycine[3-(β-D-galactopyranosyloxy)propyl]amide

Chemical Property of N^α-palmitoyl-N^ε-10,12-pentacosadiynoyl-(S)-lysinyl-(S)-alanyl-(S)-leucinyl-(S)-phenylalanyl-glycine[3-(β-D-galactopyranosyloxy)propyl]amide

Chemical Property:

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Technology Process of N^α-palmitoyl-N^ε-10,12-pentacosadiynoyl-(S)-lysinyl-(S)-alanyl-(S)-leucinyl-(S)-phenylalanyl-glycine[3-(β-D-galactopyranosyloxy)propyl]amide

There total 3 articles about N^α-palmitoyl-N^ε-10,12-pentacosadiynoyl-(S)-lysinyl-(S)-alanyl-(S)-leucinyl-(S)-phenylalanyl-glycine[3-(β-D-galactopyranosyloxy)propyl]amide 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: 53.0%

3-aminopropyl-β-D-galactopyranoside (201667-53-0) + Nα-palmitoyl-Nε-10,12-pentacosadiynoyl-(S)-lysinyl-(S)-alanyl-(S)-leucinyl-(S)-phenylalanyl-glycine (284670-61-7) → Nα-palmitoyl-Nε-10,12-pentacosadiynoyl-(S)-lysinyl-(S)-alanyl-(S)-leucinyl-(S)-phenylalanyl-glycine[3-(β-D-galactopyranosyloxy)propyl]amide (284670-60-6)

Guidance literature:

With bis-2-propyl carbonate; benzotriazol-1-ol; In dichloromethane; N,N-dimethyl-formamide; for 5h;

DOI:10.1021/jo991685s

Reference yield:

Fmoc-Leu-OH (35661-60-0) → Nα-palmitoyl-Nε-10,12-pentacosadiynoyl-(S)-lysinyl-(S)-alanyl-(S)-leucinyl-(S)-phenylalanyl-glycine[3-(β-D-galactopyranosyloxy)propyl]amide (284670-60-6)

Guidance literature:

Multi-step reaction with 2 steps

1.2: 67 percent / TFA / CH₂Cl₂

2.1: 53 percent / HOBt; DIPC / CH₂Cl₂; dimethylformamide / 5 h

With bis-2-propyl carbonate; benzotriazol-1-ol; In dichloromethane; N,N-dimethyl-formamide; 1.1: Solid phase reaction / 1.2: Hydrolysis / 2.1: Acylation;

DOI:10.1021/jo991685s

Reference yield:

N-Fmoc L-Phe (35661-40-6) → Nα-palmitoyl-Nε-10,12-pentacosadiynoyl-(S)-lysinyl-(S)-alanyl-(S)-leucinyl-(S)-phenylalanyl-glycine[3-(β-D-galactopyranosyloxy)propyl]amide (284670-60-6)

Guidance literature:

Multi-step reaction with 2 steps

1.2: 67 percent / TFA / CH₂Cl₂

2.1: 53 percent / HOBt; DIPC / CH₂Cl₂; dimethylformamide / 5 h

With bis-2-propyl carbonate; benzotriazol-1-ol; In dichloromethane; N,N-dimethyl-formamide; 1.1: Solid phase reaction / 1.2: Hydrolysis / 2.1: Acylation;

DOI:10.1021/jo991685s

upstream raw materials:

3-aminopropyl-β-D-galactopyranoside

N^α-palmitoyl-N^ε-10,12-pentacosadiynoyl-(S)-lysinyl-(S)-alanyl-(S)-leucinyl-(S)-phenylalanyl-glycine

Fmoc-Leu-OH

N-Fmoc L-Phe

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