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

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Chemical Name: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
CAS No.:1599422-88-4
Molecular Formula:C₃₃H₅₅N₅O₈
Molecular Weight:649.828
Hs Code.:

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 6 articles about 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 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: 26.0%

: 5292-43-3
bromoacetic acid tert-butyl ester

: 1599422-87-3
(2S)-1-(4-nitrophenyl)-3-(1,4,7-triazonan-1-yl)propan-2-amine

: 1599422-88-4
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

Guidance literature:: With N-ethyl-N,N-diisopropylamine; potassium iodide; In N,N-dimethyl-formamide; at 0 - 50 ℃; for 26h;
DOI:10.1002/ejoc.201301499

Reference yield:

: 81677-60-3
(L)-p-Nitrophenylalanine methyl ester

: 1599422-88-4
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

Guidance literature:: Multi-step reaction with 6 steps

1: ammonium hydroxide / toluene / 14 h / 20 °C

2: triethylamine / N,N-dimethyl-formamide / 24 h / 0 - 20 °C

3: borane-THF / tetrahydrofuran / 0 - 20 °C / Reflux

4: sodium carbonate / acetonitrile / 96 h / Reflux

5: sulfuric acid / 72 h / 115 °C

6: N-ethyl-N,N-diisopropylamine; potassium iodide / N,N-dimethyl-formamide / 24 h / 0 - 50 °C / Reflux

With ammonium hydroxide; borane-THF; sulfuric acid; sodium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; potassium iodide; In tetrahydrofuran; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1002/ejoc.201301499

Reference yield:

: 81677-61-4
(2S)-2-amino-3-(4-nitrophenyl)propanamide

: 1599422-88-4
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

Guidance literature:: Multi-step reaction with 5 steps

1: triethylamine / N,N-dimethyl-formamide / 24 h / 0 - 20 °C

2: borane-THF / tetrahydrofuran / 0 - 20 °C / Reflux

3: sodium carbonate / acetonitrile / 96 h / Reflux

4: sulfuric acid / 72 h / 115 °C

5: N-ethyl-N,N-diisopropylamine; potassium iodide / N,N-dimethyl-formamide / 24 h / 0 - 50 °C / Reflux

With borane-THF; sulfuric acid; sodium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; potassium iodide; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1002/ejoc.201301499