BOC-ASP(OFM)-OH

Base Information

• Chemical Name: BOC-ASP(OFM)-OH
• CAS No.: 117014-32-1
• Molecular Formula: C23H25NO6
• Molecular Weight: 411.455
• Mol file: 117014-32-1.mol

Synonyms:BA-gamma-Fme;Nalpha-Boc-asp-gamma-fluorenylmethyl ester;N-alpha-tert-Butyloxycarbonyl-aspartic acid gamma-fluorenylmethyl ester;

Chemical Property of BOC-ASP(OFM)-OH

Chemical Property:

• Vapor Pressure: 2.83E-16mmHg at 25°C
• Melting Point: 146-148℃
• Refractive Index: 1.576
• Boiling Point: 620.8 °C at 760 mmHg
• Flash Point: 329.3 °C
• PSA: 101.93000
• Density: 1.251 g/cm³
• LogP: 4.10100
• Storage Temp.: -15°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

Boc-L-aspartic acid beta-9-fluorenylmethyl ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Boc-Asp(Ofm)-OH, can be used in the preparation of Asparagine containing peptide-based oxidation catalysts.

Technology Process of BOC-ASP(OFM)-OH

There total 5 articles about BOC-ASP(OFM)-OH 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%

di-tert-butyl dicarbonate (24424-99-5) + L-aspartic β-9-fluorenylmethyl ester (135928-47-1) → β-9-fluorenylmethyl L-N-Boc-aspartate (117014-32-1,123417-19-6)

Guidance literature:

In 1,4-dioxane; water;

DOI:10.1080/00397919208019289

Reference yield: 84.0%

di-tert-butyl dicarbonate (24424-99-5) + L-aspartic acid γ-fluorenylmethyl ester hydrochloride (122235-69-2) → β-9-fluorenylmethyl L-N-Boc-aspartate (117014-32-1,123417-19-6)

Guidance literature:

L-aspartic acid γ-fluorenylmethyl ester hydrochloride; With sodium carbonate;

di-tert-butyl dicarbonate;

DOI:10.1021/jo901218g

Reference yield: 83.0%

{[(tert-butoxycarbonyl)oxy]amino}(phenyl)acetonitrile (80994-44-1) + L-aspartic acid γ-fluorenylmethyl ester hydrochloride (122235-69-2) → β-9-fluorenylmethyl L-N-Boc-aspartate (117014-32-1,123417-19-6)

Guidance literature:

With sodium carbonate; In tetrahydrofuran; water; 1) 0 deg C, 15 min (pH 9.5) 2) 25 deg C, 2 h;

DOI:10.1055/s-1990-26804

upstream raw materials:

di-tert-butyl dicarbonate

L-aspartic β-9-fluorenylmethyl ester

L-aspartic acid γ-fluorenylmethyl ester hydrochloride

{[(tert-butoxycarbonyl)oxy]amino}(phenyl)acetonitrile

Downstream raw materials:

Boc-Asp-Pro-D-Val-Phe

Boc-Asp-Pro-D-Val-Tyr(Ot-Bu)

Tyr-c[D-Lys-Phe-Phe-Asp]NH₂

Tyr-c(D-Lys-Phe-D-Pro-Asp)-NH₂

Refernces

• 1、 Crich, David,Sana, Kasinath. "Solid-phase synthesis of peptidyl thioacids employing a 9-fluorenylmethyl thioester-based linker in conjunction with Boc chemistry". scheme or table. p. 7383 - 7388. Retrieved 2010/01/16.
• 2、 Al-Obeidi, Fahad,Castrucci, Ana M. de L.,Hadley, Mac E.,Hruby, Victor J.. "Potent and Prolonged Acting Cyclic Lactam Analogues of α-Melanotropin: Design Based on Molecular Dynamics". . p. 2555 - 2561. Retrieved 2007/10/02.