Boc-D-Ala-MeLeu-Sar-MeVal-MeAbu-Abu-Sar-MeLeu-Val-MeLeu-Ala-OBzl

Base Information

• Chemical Name: Boc-D-Ala-MeLeu-Sar-MeVal-MeAbu-Abu-Sar-MeLeu-Val-MeLeu-Ala-OBzl
• CAS No.: 101759-86-8
• Molecular Formula: C₆₅H₁₁₁N₁₁O₁₄
• Molecular Weight: 1270.66
• Mol file: 101759-86-8.mol

Synonyms:Boc-D-Ala-MeLeu-Sar-MeVal-MeAbu-Abu-Sar-MeLeu-Val-MeLeu-Ala-OBzl

Chemical Property of Boc-D-Ala-MeLeu-Sar-MeVal-MeAbu-Abu-Sar-MeLeu-Val-MeLeu-Ala-OBzl

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Boc-D-Ala-MeLeu-Sar-MeVal-MeAbu-Abu-Sar-MeLeu-Val-MeLeu-Ala-OBzl

There total 5 articles about Boc-D-Ala-MeLeu-Sar-MeVal-MeAbu-Abu-Sar-MeLeu-Val-MeLeu-Ala-OBzl 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: 66.0%

Boc-D-Ala-MeLeu-Sar-MeVal-OH + MeAbu-Abu-Sar-MeLeu-Val-MeLeu-Ala-OBzl (101759-76-6) → Boc-D-Ala-MeLeu-Sar-MeVal-MeAbu-Abu-Sar-MeLeu-Val-MeLeu-Ala-OBzl (101759-86-8)

Guidance literature:

With 4-methyl-morpholine; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; In dichloromethane; 1.) 0 deg C, 3 h, 2.) RT, 22 h;

DOI:10.1021/jm00156a014

Reference yield:

L-2-aminobutyryl-sarcosyl-N-methyl-L-leucyl-L-valyl-N-methyl-L-leucyl-L-alanine benzyl ester (81135-30-0) → Boc-D-Ala-MeLeu-Sar-MeVal-MeAbu-Abu-Sar-MeLeu-Val-MeLeu-Ala-OBzl (101759-86-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 80 percent / N-methylmorpholine, 1-hydroxybenzotriazole (HOBT), DCC / CH₂Cl₂ / 1.) 0 deg C, 5 h, 2.) RT, 20 h

2: 95 percent / TFA / CH₂Cl₂ / 3 h / -5 - 0 °C

3: 66 percent / <(benzotriazol-1-yl)oxy>tris(dimethylamino)phosphonium hexafluorophosphate (BOP), N-methylmorpholine / CH₂Cl₂ / 1.) 0 deg C, 3 h, 2.) RT, 22 h

With 4-methyl-morpholine; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; benzotriazol-1-ol; dicyclohexyl-carbodiimide; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/jm00156a014

Reference yield:

N-(tert-butoxycarbonyl)-L-2-aminobutyryl-sarcosyl-N-methyl-L-leucyl-L-valyl-N-methyl-L-leucyl-L-alanine benzyl ester (81135-29-7) → Boc-D-Ala-MeLeu-Sar-MeVal-MeAbu-Abu-Sar-MeLeu-Val-MeLeu-Ala-OBzl (101759-86-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 91 percent / TFA / CH₂Cl₂ / 3 h / 0 °C

2: 80 percent / N-methylmorpholine, 1-hydroxybenzotriazole (HOBT), DCC / CH₂Cl₂ / 1.) 0 deg C, 5 h, 2.) RT, 20 h

3: 95 percent / TFA / CH₂Cl₂ / 3 h / -5 - 0 °C

4: 66 percent / <(benzotriazol-1-yl)oxy>tris(dimethylamino)phosphonium hexafluorophosphate (BOP), N-methylmorpholine / CH₂Cl₂ / 1.) 0 deg C, 3 h, 2.) RT, 22 h

With 4-methyl-morpholine; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; benzotriazol-1-ol; dicyclohexyl-carbodiimide; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/jm00156a014

upstream raw materials:

MeAbu-Abu-Sar-MeLeu-Val-MeLeu-Ala-OBzl

L-2-aminobutyryl-sarcosyl-N-methyl-L-leucyl-L-valyl-N-methyl-L-leucyl-L-alanine benzyl ester

N-(tert-butoxycarbonyl)-L-2-aminobutyryl-sarcosyl-N-methyl-L-leucyl-L-valyl-N-methyl-L-leucyl-L-alanine benzyl ester

(2S)-2-{[(tert-butoxy)carbonyl](methyl)amino}butanoic acid