benzyl L-2-<(carbobenzyloxy)amino>-4-<(p-tolylsulfonyl)oxy>butyrate

Base Information

• Chemical Name: benzyl L-2-<(carbobenzyloxy)amino>-4-<(p-tolylsulfonyl)oxy>butyrate
• CAS No.: 105183-62-8
• Molecular Formula: C₂₆H₂₇NO₇S
• Molecular Weight: 497.569
• Mol file: 105183-62-8.mol

Synonyms:benzyl L-2-<(carbobenzyloxy)amino>-4-<(p-tolylsulfonyl)oxy>butyrate

Chemical Property of benzyl L-2-<(carbobenzyloxy)amino>-4-<(p-tolylsulfonyl)oxy>butyrate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl L-2-<(carbobenzyloxy)amino>-4-<(p-tolylsulfonyl)oxy>butyrate

There total 6 articles about benzyl L-2-<(carbobenzyloxy)amino>-4-<(p-tolylsulfonyl)oxy>butyrate 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: 87.0%

benzyl L-2-<(carbobenzxyloxy)amino>-4-hydroxybutyrate (58578-44-2) + p-toluenesulfonyl chloride (98-59-9) → benzyl L-2-<(carbobenzyloxy)amino>-4-<(p-tolylsulfonyl)oxy>butyrate (105183-62-8)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 0 ℃; for 24h;

DOI:10.1021/jo00376a001

Reference yield:

benzyl (3S)-2-oxotetrahydro-3-furanylcarbamate (35677-89-5) → benzyl L-2-<(carbobenzyloxy)amino>-4-<(p-tolylsulfonyl)oxy>butyrate (105183-62-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaOH / 1.) water, 23 deg C, 0.5 h, 2.) DMF, 23 deg C, 48 h

2: 87 percent / triethylamine / tetrahydrofuran / 24 h / 0 °C

With sodium hydroxide; triethylamine; In tetrahydrofuran;

DOI:10.1021/jo00376a001

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → benzyl L-2-<(carbobenzyloxy)amino>-4-<(p-tolylsulfonyl)oxy>butyrate (105183-62-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 82 percent / 1 N aq. NaHCO₃ / 24 h / 23 °C

2: 80 percent / NaOH / 1.) ethanol, 23 deg C, 24 h, 2.) DMF, 23 deg C, 48 h

3: 87 percent / triethylamine / tetrahydrofuran / 24 h / 0 °C

With sodium hydroxide; sodium hydrogencarbonate; triethylamine; In tetrahydrofuran;

DOI:10.1021/jo00376a001

upstream raw materials:

benzyl L-2-<(carbobenzxyloxy)amino>-4-hydroxybutyrate

p-toluenesulfonyl chloride

Cbz-Met-OH

benzyl bromide

Downstream raw materials:

L-2-<(carbobenzyloxy)amino>-4-(benzamidooxy)butyric acid

benzyl L-2-<(carbobenzyloxy)amino>-4-(benzamidooxy)butyrate

L-2-amino-4-<(p-tolylsulfonyl)oxy>butyric acid