BOC-3-(1-PYRENYL)-L-ALANINE

Base Information

• Chemical Name: BOC-3-(1-PYRENYL)-L-ALANINE
• CAS No.: 100442-89-5
• Molecular Formula: C24H23 N O4
• Molecular Weight: 389.44
• Mol file: 100442-89-5.mol

Synonyms:1-Pyrenepropanoicacid, a-[[(1,1-dimethylethoxy)carbonyl]amino]-,(S)-

Chemical Property of BOC-3-(1-PYRENYL)-L-ALANINE

Chemical Property:

• Boiling Point: 614.8±48.0 °C(Predicted)
• PKA: 3.88±0.30(Predicted)
• PSA: 75.63000
• Density: 1.293±0.06 g/cm3(Predicted)
• LogP: 5.49530

Purity/Quality:

98%min ^*data from raw suppliers

BOC-3-(1-PYRENYL)-L-ALANINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of BOC-3-(1-PYRENYL)-L-ALANINE

There total 6 articles about BOC-3-(1-PYRENYL)-L-ALANINE 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: 92.0%

di-tert-butyl dicarbonate (24424-99-5) + L-3-(1-pyrenyl)alanine (87147-90-8) → N-t-butoxycarbonyl-L-3-(1-pyrenyl)alanine (100442-89-5)

Guidance literature:

With triethylamine; In 1,4-dioxane; water; at 0 - 20 ℃;

Reference yield:

N-acetyl-DL-3-(1-pyrenyl)alanine (91859-60-8) → N-t-butoxycarbonyl-L-3-(1-pyrenyl)alanine (100442-89-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 48 percent / NaOH; cobalt chloride hexahydrate; aminoacylase / H₂O / 48 h / 37 °C / pH 8.0

2: 20 percent / triethylamine / H₂O; dioxane / 27 h / 0 - 20 °C

With sodium hydroxide; aminoacylase; triethylamine; cobalt(II) chloride; In 1,4-dioxane; water;

DOI:10.1021/ja0289548

Reference yield:

diethyl 2-(1-pyrenylmethyl)-2-acetamidomalonate (568599-06-4) → N-t-butoxycarbonyl-L-3-(1-pyrenyl)alanine (100442-89-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 98 percent / KOH / ethanol; H₂O / 18 h / Heating

2: 48 percent / NaOH; cobalt chloride hexahydrate; aminoacylase / H₂O / 48 h / 37 °C / pH 8.0

3: 20 percent / triethylamine / H₂O; dioxane / 27 h / 0 - 20 °C

With potassium hydroxide; sodium hydroxide; aminoacylase; triethylamine; cobalt(II) chloride; In 1,4-dioxane; ethanol; water;

DOI:10.1021/ja0289548

upstream raw materials:

di-tert-butyl dicarbonate

L-3-(1-pyrenyl)alanine

diethyl 2-(1-pyrenylmethyl)-2-acetamidomalonate

1-pyrenemethanol

Downstream raw materials:

Boc-pyrAla-Ala₂-OBzl

Boc-pyrAla-Glu(OBzl)4-OBzl

Refernces

• 1、 Mihara, Hisakazu,Tanaka, Yuji,Fujimoto, Tsutomu,Nishino, Norikazu. "A pair of pyrene groups as a conformational probe for designed two α-helix polypeptides". . p. 1133 - 1140. Retrieved 2007/10/02.