(S)-2-({1-benzyl-2-[bis(carboxymethyl)amino]ethyl}{2-[bis(carboxymethyl)amino]ethyl}amino) acetic acid

Base Information

• Chemical Name: (S)-2-({1-benzyl-2-[bis(carboxymethyl)amino]ethyl}{2-[bis(carboxymethyl)amino]ethyl}amino) acetic acid
• CAS No.: 745015-43-4
• Molecular Formula: C₂₁H₂₉N₃O₁₀
• Molecular Weight: 483.475
• Mol file: 745015-43-4.mol

Synonyms:(S)-2-({1-benzyl-2-[bis(carboxymethyl)amino]ethyl}{2-[bis(carboxymethyl)amino]ethyl}amino) acetic acid

Chemical Property of (S)-2-({1-benzyl-2-[bis(carboxymethyl)amino]ethyl}{2-[bis(carboxymethyl)amino]ethyl}amino) acetic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-({1-benzyl-2-[bis(carboxymethyl)amino]ethyl}{2-[bis(carboxymethyl)amino]ethyl}amino) acetic acid

There total 6 articles about (S)-2-({1-benzyl-2-[bis(carboxymethyl)amino]ethyl}{2-[bis(carboxymethyl)amino]ethyl}amino) acetic acid 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: 70.0%

tert-butyl (S)-8-benzyl-6,9,12-tris[2-(tert-butoxy)-2-oxoethyl]-2,2-dimethyl-4-oxo-3-oxa-6,9,12-triazatetradecan-14-oate (745015-41-2) → (S)-2-({1-benzyl-2-[bis(carboxymethyl)amino]ethyl}{2-[bis(carboxymethyl)amino]ethyl}amino) acetic acid (745015-43-4)

Guidance literature:

With hydrogenchloride; at 20 ℃; for 24h;

DOI:10.1002/hlca.200490098

Reference yield:

L-Phenylalanine amide (5241-58-7) → (S)-2-({1-benzyl-2-[bis(carboxymethyl)amino]ethyl}{2-[bis(carboxymethyl)amino]ethyl}amino) acetic acid (745015-43-4)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 27 percent / Et₃N / acetonitrile; methanol; tetrahydrofuran / 96 h / 20 °C

2.1: trifluoroacetic acid / 5 h / 20 °C

3.1: BH₃ / tetrahydrofuran / Heating

3.2: HCl / ethanol / 2 h / cooling

4.1: 46 percent / Huenig's base / dimethylformamide / 49 h / 5 - 50 °C

5.1: 70 percent / HCl / 24 h / 20 °C

With hydrogenchloride; borane; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1002/hlca.200490098

Reference yield:

2-[(2-aminoacetyl)amino]-3-phenylpropanamide (1510-04-9) → (S)-2-({1-benzyl-2-[bis(carboxymethyl)amino]ethyl}{2-[bis(carboxymethyl)amino]ethyl}amino) acetic acid (745015-43-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: BH₃ / tetrahydrofuran / Heating

1.2: HCl / ethanol / 2 h / cooling

2.1: 46 percent / Huenig's base / dimethylformamide / 49 h / 5 - 50 °C

3.1: 70 percent / HCl / 24 h / 20 °C

With hydrogenchloride; borane; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1002/hlca.200490098

upstream raw materials:

tert-butyl (S)-8-benzyl-6,9,12-tris[2-(tert-butoxy)-2-oxoethyl]-2,2-dimethyl-4-oxo-3-oxa-6,9,12-triazatetradecan-14-oate

L-Phenylalanine amide

2-[(2-aminoacetyl)amino]-3-phenylpropanamide

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride