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

Base Information

• Chemical Name: N-(tert-butoxycarbonyl)-L-2-aminobutyryl-sarcosyl-N-methyl-L-leucyl-L-valyl-N-methyl-L-leucyl-L-alanine benzyl ester
• CAS No.: 81135-29-7
• Molecular Formula: C₄₁H₆₈N₆O₉
• Molecular Weight: 789.026
• Mol file: 81135-29-7.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 31 articles about N-(tert-butoxycarbonyl)-L-2-aminobutyryl-sarcosyl-N-methyl-L-leucyl-L-valyl-N-methyl-L-leucyl-L-alanine benzyl 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:

N-(tert-Butyloxycarbonyl)-α-aminobutyrylsarcosine benzyl ester (81135-22-0) → N-(tert-butoxycarbonyl)-L-2-aminobutyryl-sarcosyl-N-methyl-L-leucyl-L-valyl-N-methyl-L-leucyl-L-alanine benzyl ester (81135-29-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 96.9 percent / H₂ / 10 percent Pd/C / ethanol / 2 h / Ambient temperature

2: 1.) pivaloyl chloride, N-methylmorpholine / 1.) CHCl₃, 1 h, r.t.; 2.) CHCl₃, 15 h, r.t.

With 4-methyl-morpholine; hydrogen; pivaloyl chloride; palladium on activated charcoal; In ethanol;

DOI:10.1002/hlca.19840670220

Reference yield:

Boc-Abu (34306-42-8) → N-(tert-butoxycarbonyl)-L-2-aminobutyryl-sarcosyl-N-methyl-L-leucyl-L-valyl-N-methyl-L-leucyl-L-alanine benzyl ester (81135-29-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) pivaloyl chloride, N-methylmorpholine / 1.) CHCl₃, 3 h, -20 deg C; 2.) CHCl₃, 15 h, -20 deg C

2: 96.9 percent / H₂ / 10 percent Pd/C / ethanol / 2 h / Ambient temperature

3: 1.) pivaloyl chloride, N-methylmorpholine / 1.) CHCl₃, 1 h, r.t.; 2.) CHCl₃, 15 h, r.t.

With 4-methyl-morpholine; hydrogen; pivaloyl chloride; palladium on activated charcoal; In ethanol;

DOI:10.1002/hlca.19840670220

Reference yield:

N-(tert-butoxycarbonyl)-N-methyl-L-leucyl-L-alanine benzyl ester (81135-24-2) → N-(tert-butoxycarbonyl)-L-2-aminobutyryl-sarcosyl-N-methyl-L-leucyl-L-valyl-N-methyl-L-leucyl-L-alanine benzyl ester (81135-29-7)

Guidance literature:

Multi-step reaction with 6 steps

1: 87 percent / CF₃COOH, NaHCO₃ / -20 °C

2: 1.) pivaloyl chloride, N-methylmorpholine / 1.) CHCl₃, 3 h -20 deg C; 2.) CHCl₃,18 h, -20 deg C

3: 96.7 percent / CF₃COOH, NaHCO₃ / 4 h / -20 °C

4: pivaloyl chloride, N-methylmorpholine / 1.) CHCl₃, 4 h, -20 deg C; 2.) CHCl₃, 15 h, -20 deg C

5: 98 percent / CF₃COOH, NaHCO₃ / trifluoroacetic acid / 16 h / -20 °C

6: 1.) pivaloyl chloride, N-methylmorpholine / 1.) CHCl₃, 1 h, r.t.; 2.) CHCl₃, 15 h, r.t.

With 4-methyl-morpholine; pivaloyl chloride; sodium hydrogencarbonate; trifluoroacetic acid; In trifluoroacetic acid;

DOI:10.1002/hlca.19840670220

upstream raw materials:

N-(tert-butyloxycarbonyl)-α-aminobutyrylsarcosine

N-methylleucylvalyl-N-methylleucylalanine benzyl ester

t-Boc-L-valine

H-Ala-OBzl

Downstream raw materials:

C₃₆H₆₀N₆O₇*ClH

(4S,5R,1'R,3'E)-2,2,3-trimethyl-5-(1'-methyl-3'-pentenyl)-4-(oxazolidinylcarbonyl)-L-2-aminobutyrylsarcosyl-N-methylleucylvalyl-N-methylleucylalanine benzyl ester

(2S,3R,4R,6E)-3-hydroxy-4-methyl-2-(methylamino)-6-octenoyl-L-2-aminobutyrylsarcosyl-N-methylleucylvalyl-N-methylleucylalanine benzyl ester

Boc-MeThr(OBzl)-Abu-Sar-MeLeu-Val-MeLeu-Ala-OBzl