CBZ-4-BIPHENYL-L-ALA

Base Information

• Chemical Name: CBZ-4-BIPHENYL-L-ALA
• CAS No.: 270568-72-4
• Molecular Formula: C23H21 N O4
• Molecular Weight: 375.424
• Mol file: 270568-72-4.mol

Synonyms:N-ALPHA-CARBOBENZOXY-L-4,4’-BIPHENYLALANINE;Z-4-PHENYL-PHENYLALANINE;Z-4-PHENYL-PHE-OH;Z-BPH-OH;Z-BIP(4,4’)-OH;Z-BIP-OH;Z-BETA-(4-BIPHENYLYL)-ALA-OH;Z-P-PHENYL-L-PHE-OH

Chemical Property of CBZ-4-BIPHENYL-L-ALA

Chemical Property:

• Boiling Point: 603.0±55.0 °C(Predicted)
• PKA: 3.86±0.10(Predicted)
• PSA: 75.63000
• Density: 1.230±0.06 g/cm3(Predicted)
• LogP: 4.66660
• Storage Temp.: Store at RT.

Purity/Quality:

97% ^*data from raw suppliers

Z-p-Phenyl-L-phenylalanine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of CBZ-4-BIPHENYL-L-ALA

There total 3 articles about CBZ-4-BIPHENYL-L-ALA 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:

benzyl chloroformate (501-53-1,94274-21-2) + (S)-3-([1,1'-biphenyl]-4-yl)-2-aminopropanoic acid (155760-02-4,170080-13-4) → 2-benzyloxycarbonylamino-3-biphenyl-4-ylpropionic acid (270568-72-4,176794-80-2)

Guidance literature:

With sodium hydrogencarbonate; In 1,4-dioxane; water; at 25 ℃; for 3h;

DOI:10.1016/j.bmcl.2013.09.070

Reference yield:

4-bromo-N-{[(1,1-dimethylethyl)oxy]carbonyl}-L-phenylalanine (62129-39-9,79561-82-3) → 2-benzyloxycarbonylamino-3-biphenyl-4-ylpropionic acid (270568-72-4,176794-80-2)

Guidance literature:

Multi-step reaction with 3 steps

2: trifluoroacetic acid / dichloromethane / 2 h / 25 °C

3: sodium hydrogencarbonate / water; 1,4-dioxane / 3 h / 25 °C

With sodium hydrogencarbonate; trifluoroacetic acid; In 1,4-dioxane; dichloromethane; water; 1: |Suzuki Coupling;

DOI:10.1016/j.bmcl.2013.09.070

Reference yield:

phenylboronic acid (98-80-6) → 2-benzyloxycarbonylamino-3-biphenyl-4-ylpropionic acid (270568-72-4,176794-80-2)

Guidance literature:

Multi-step reaction with 3 steps

2: trifluoroacetic acid / dichloromethane / 2 h / 25 °C

3: sodium hydrogencarbonate / water; 1,4-dioxane / 3 h / 25 °C

With sodium hydrogencarbonate; trifluoroacetic acid; In 1,4-dioxane; dichloromethane; water; 1: |Suzuki Coupling;

DOI:10.1016/j.bmcl.2013.09.070

upstream raw materials:

4-bromo-N-{[(1,1-dimethylethyl)oxy]carbonyl}-L-phenylalanine

phenylboronic acid

benzyl chloroformate

(S)-3-([1,1'-biphenyl]-4-yl)-2-aminopropanoic acid

Downstream raw materials:

tert-butyl (2S)-2-amino-3-(4-phenylphenyl)propanoate

Refernces