Z-ABU-OSU

Base Information

• Chemical Name: Z-ABU-OSU
• CAS No.: 71447-81-9
• Molecular Formula: C16H18 N2 O6
• Molecular Weight: 334.329
• Mol file: 71447-81-9.mol

Synonyms:Carbamicacid, [1-[[(2,5-dioxo-1-pyrrolidinyl)oxy]carbonyl]propyl]-, phenylmethyl ester,(S)-

Chemical Property of Z-ABU-OSU

Chemical Property:

• PSA: 102.01000
• Density: 1.33±0.1 g/cm3 (20 ºC 760 Torr)
• LogP: 1.62740
• Storage Temp.: 2-8°C

Purity/Quality:

98%Min ^*data from raw suppliers

Z-L-alpha-aminobutyric acid N-hydroxysuccinimide ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Z-ABU-OSU

There total 2 articles about Z-ABU-OSU 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:

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + (S)-2-(((benzyloxy)carbonyl)amino)butanoic acid (42918-86-5,1145-79-5,2900-20-1,20395-87-3) → N-benzyloxycarbonyl-(2S)-aminobutyric acid succinimide ester (71447-81-9)

Guidance literature:

With dicyclohexyl-carbodiimide; In tetrahydrofuran; at 0 ℃; for 3.5h;

DOI:10.1021/jm00044a003

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → N-benzyloxycarbonyl-(2S)-aminobutyric acid succinimide ester (71447-81-9)

Guidance literature:

Multi-step reaction with 2 steps

1: NaOH / tetrahydrofuran; H₂O / Ambient temperature

2: DCC / tetrahydrofuran / 3.5 h / 0 °C

With sodium hydroxide; dicyclohexyl-carbodiimide; In tetrahydrofuran; water;

DOI:10.1021/jm00044a003

Reference yield: 100.0%

N-benzyloxycarbonyl-(2S)-aminobutyric acid succinimide ester (71447-81-9) + L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → N-benzyloxycarbonyl-(2S)-aminobutyryl-L-proline (185212-64-0)

Guidance literature:

With triethylamine; In tetrahydrofuran; water; at 20 ℃;

DOI:10.1021/jm0500830

upstream raw materials:

1-hydroxy-pyrrolidine-2,5-dione

(S)-2-(((benzyloxy)carbonyl)amino)butanoic acid

benzyl chloroformate

Downstream raw materials:

[(S)-1-(2-Oxo-octylcarbamoyl)-propyl]-carbamic acid benzyl ester

N-benzyloxycarbonyl-(2S)-aminobutyryl-L-proline

N-benzyloxycarbonyl-(2S)-aminobutyryl-L-proline (R)-sec-butylamide

N-benzyloxycarbonyl-(2S)-aminobutyryl-L-proline (S)-sec-butylamide

Refernces