N-[3-(BOC-AMINO)PROPYL]GLYCINE ETHYL ESTER

Base Information

• Chemical Name: N-[3-(BOC-AMINO)PROPYL]GLYCINE ETHYL ESTER
• CAS No.: 258332-57-9
• Molecular Formula: C12H24N2O4
• Molecular Weight: 260.334
• Hs Code.: 2924199090
• Mol file: 258332-57-9.mol

Synonyms:N-[3-(TERT-BUTOXYCARBONYLAMINO)PROPYL]GLYCINE ETHYL ESTER;N-[3-(BOC-AMINO)PROPYL]GLYCINE ETHYL ESTER

Chemical Property of N-[3-(BOC-AMINO)PROPYL]GLYCINE ETHYL ESTER

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.4550-1.4590
• Boiling Point: 368.903°C at 760 mmHg
• PKA: 12.77±0.46(Predicted)
• Flash Point: 176.907°C
• PSA: 76.66000
• Density: 1.036g/cm³
• LogP: 1.83570
• Storage Temp.: Refrigerator

Purity/Quality:

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

N-[3-(tert-Butoxycarbonylamino)propyl]glycine Ethyl Ester >96.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-[3-(BOC-AMINO)PROPYL]GLYCINE ETHYL ESTER

There total 3 articles about N-[3-(BOC-AMINO)PROPYL]GLYCINE ETHYL ESTER 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: 90.0%

N-Boc-1,3-diaminopropane (75178-96-0) + ethyl bromoacetate (105-36-2) → {[3-(tert-Butoxycarbonylamino)propyl]amino}acetic acid ethyl ester (258332-57-9)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 0 - 20 ℃; for 4h;

DOI:10.1021/ja010249w

Reference yield: 42.0%

N-Boc-1,3-diaminopropane (75178-96-0) + chloroacetic acid ethyl ester (105-39-5) → {[3-(tert-Butoxycarbonylamino)propyl]amino}acetic acid ethyl ester (258332-57-9)

Guidance literature:

With triethylamine; potassium iodide; In dichloromethane; at 40 ℃; for 50h;

DOI:10.1039/b103170h

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → {[3-(tert-Butoxycarbonylamino)propyl]amino}acetic acid ethyl ester (258332-57-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / tetrahydrofuran / 0 - 20 °C

2: 90 percent / DIPEA / tetrahydrofuran / 4 h / 0 - 20 °C

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran;

DOI:10.1021/ja010249w

upstream raw materials:

N-Boc-1,3-diaminopropane

chloroacetic acid ethyl ester

ethyl bromoacetate

di-tert-butyl dicarbonate

Downstream raw materials:

N-(((9H-fluoren-9-yl)methoxy)carbonyl)-N-(5-((tert-butoxycarbonyl)amino)propyl)glycine

{3-[tert-butoxycarbonyl-({[(1-methanesulfonyl-1H-indol-2-yl)-m-tolyl-methyl]-carbamoyl}-methyl)-amino]-propyl}-carbamic acid tert-butyl ester

{3-[({[benzofuran-2-yl-(4-chloro-phenyl)-methyl]-carbamoyl}-methyl)-tert-butoxycarbonyl-amino]-propyl}-carbamic acid tert-butyl ester

(R)-[2-(3-Amino-propylamino)-acetoxy]-phenyl-acetic acid methyl ester

Refernces

• 1、 Ellipilli, Satheesh,Ganesh, Krishna N.. "Fluorous Peptide Nucleic Acids: PNA Analogues with Fluorine in Backbone (γ-CF2-apg-PNA) Enhance Cellular Uptake". . p. 9185 - 9191. Retrieved 2015/09/28.
• 2、 Kurtan,Nesnas,Li,Huang,Nakanishi,Berova. "Chiral recognition by CD-sensitive dimeric zinc porphyrin host. 1. Chiroptical protocol for absolute configurational assignments of monoalcohols and primary monoamines". . p. 5962 - 5973. Retrieved 2007/10/03.