2-{(2S)-1-[4,7-bis(carboxymethyl)-1,4,7-triazonan-1-yl]-3-(4-nitrophenylpropan-2-yl)amino}acetic acid

Base Information

• Chemical Name: 2-{(2S)-1-[4,7-bis(carboxymethyl)-1,4,7-triazonan-1-yl]-3-(4-nitrophenylpropan-2-yl)amino}acetic acid
• CAS No.: 1599422-83-9
• Molecular Formula: C₂₁H₃₁N₅O₈
• Molecular Weight: 481.506

Synonyms:2-{(2S)-1-[4,7-bis(carboxymethyl)-1,4,7-triazonan-1-yl]-3-(4-nitrophenylpropan-2-yl)amino}acetic acid

Chemical Property of 2-{(2S)-1-[4,7-bis(carboxymethyl)-1,4,7-triazonan-1-yl]-3-(4-nitrophenylpropan-2-yl)amino}acetic acid

Chemical Property:

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Technology Process of 2-{(2S)-1-[4,7-bis(carboxymethyl)-1,4,7-triazonan-1-yl]-3-(4-nitrophenylpropan-2-yl)amino}acetic acid

There total 8 articles about 2-{(2S)-1-[4,7-bis(carboxymethyl)-1,4,7-triazonan-1-yl]-3-(4-nitrophenylpropan-2-yl)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: 91.0%

tert-butyl 2-{[(2S)-1-{4,7-bis[2-(tert-butoxy)-2-oxoethyl]-1,4,7-triazonan-1-yl}-3-(4-nitrophenyl)propan-2-yl]amino}acetate (1599422-88-4) → 2-{(2S)-1-[4,7-bis(carboxymethyl)-1,4,7-triazonan-1-yl]-3-(4-nitrophenylpropan-2-yl)amino}acetic acid (1599422-83-9)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; for 16h; Reflux;

DOI:10.1002/ejoc.201301499

Reference yield:

(2S)-1-(4-nitrophenyl)-3-(1,4,7-triazonan-1-yl)propan-2-amine (1599422-87-3) → 2-{(2S)-1-[4,7-bis(carboxymethyl)-1,4,7-triazonan-1-yl]-3-(4-nitrophenylpropan-2-yl)amino}acetic acid (1599422-83-9)

Guidance literature:

Multi-step reaction with 2 steps

1: N-ethyl-N,N-diisopropylamine; potassium iodide / N,N-dimethyl-formamide / 26 h / 0 - 50 °C

2: hydrogenchloride / 1,4-dioxane / 16 h / Reflux

With hydrogenchloride; N-ethyl-N,N-diisopropylamine; potassium iodide; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1002/ejoc.201301499

Reference yield:

tert-butyl 2-{[(2S)-1-{4,7-bis[2-(tert-butoxy)-2-oxoethyl]-1,4,7-triazonan-1-yl}-3-(4-nitrophenyl)propan-2-yl][(2,4-dimethoxyphenyl)-methyl]amino}acetate (1599422-82-8) → 2-{(2S)-1-[4,7-bis(carboxymethyl)-1,4,7-triazonan-1-yl]-3-(4-nitrophenylpropan-2-yl)amino}acetic acid (1599422-83-9)

Guidance literature:

With hydrogenchloride; In water; for 0.25h; Reflux;

DOI:10.1002/ejoc.201301499 DOI:10.1002/ejoc.201301499

upstream raw materials:

(2S)-1-(4-nitrophenyl)-3-(1,4,7-triazonan-1-yl)propan-2-amine

tert-butyl 2-{[(2S)-1-{4,7-bis[2-(tert-butoxy)-2-oxoethyl]-1,4,7-triazonan-1-yl}-3-(4-nitrophenyl)propan-2-yl]amino}acetate

tert-butyl 2-{[(2S)-1-{4,7-bis[2-(tert-butoxy)-2-oxoethyl]-1,4,7-triazonan-1-yl}-3-(4-nitrophenyl)propan-2-yl][(2,4-dimethoxyphenyl)-methyl]amino}acetate

(L)-p-Nitrophenylalanine methyl ester

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