tert-butyl 3-(((9H-fluoren-9-yl)methoxy)carbonylamino)-4-(4-(2-(2-(allyloxy)-2-oxoethylamino)-1-((4-nitrophenoxy)carbonyloxy)-2-oxoethyl)phenylamino)-4-oxobutanoate

Base Information

Chemical Name:tert-butyl 3-(((9H-fluoren-9-yl)methoxy)carbonylamino)-4-(4-(2-(2-(allyloxy)-2-oxoethylamino)-1-((4-nitrophenoxy)carbonyloxy)-2-oxoethyl)phenylamino)-4-oxobutanoate
CAS No.:1316832-35-5
Molecular Formula:C₄₃H₄₂N₄O₁₃
Molecular Weight:822.825
Hs Code.:

tert-butyl 3-(((9H-fluoren-9-yl)methoxy)carbonylamino)-4-(4-(2-(2-(allyloxy)-2-oxoethylamino)-1-((4-nitrophenoxy)carbonyloxy)-2-oxoethyl)phenylamino)-4-oxobutanoate

Synonyms:tert-butyl 3-(((9H-fluoren-9-yl)methoxy)carbonylamino)-4-(4-(2-(2-(allyloxy)-2-oxoethylamino)-1-((4-nitrophenoxy)carbonyloxy)-2-oxoethyl)phenylamino)-4-oxobutanoate

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Chemical Property of tert-butyl 3-(((9H-fluoren-9-yl)methoxy)carbonylamino)-4-(4-(2-(2-(allyloxy)-2-oxoethylamino)-1-((4-nitrophenoxy)carbonyloxy)-2-oxoethyl)phenylamino)-4-oxobutanoate

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Technology Process of tert-butyl 3-(((9H-fluoren-9-yl)methoxy)carbonylamino)-4-(4-(2-(2-(allyloxy)-2-oxoethylamino)-1-((4-nitrophenoxy)carbonyloxy)-2-oxoethyl)phenylamino)-4-oxobutanoate

There total 11 articles about tert-butyl 3-(((9H-fluoren-9-yl)methoxy)carbonylamino)-4-(4-(2-(2-(allyloxy)-2-oxoethylamino)-1-((4-nitrophenoxy)carbonyloxy)-2-oxoethyl)phenylamino)-4-oxobutanoate 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: 62.0%

: 1316832-32-2
tert-butyl 3-(((9H-fluoren-9-yl)methoxy)carbonylamino)-4-(4-(2-(2-(allyloxy)-2-oxoethylamino)-1-hydroxy-2-oxoethyl)phenylamino)-4-oxobutanoate

: 7693-46-1
4-Nitrophenyl chloroformate

: 1316832-35-5
tert-butyl 3-(((9H-fluoren-9-yl)methoxy)carbonylamino)-4-(4-(2-(2-(allyloxy)-2-oxoethylamino)-1-((4-nitrophenoxy)carbonyloxy)-2-oxoethyl)phenylamino)-4-oxobutanoate

Guidance literature:: With pyridine; dmap; In dichloromethane; at 0 ℃; for 24h;
DOI:10.1021/ja200808y

Reference yield:

: 1316832-28-6
allyl 2-(2-hydroxy-2-(4-nitrophenyl)acetamido)acetate

: 1316832-35-5
tert-butyl 3-(((9H-fluoren-9-yl)methoxy)carbonylamino)-4-(4-(2-(2-(allyloxy)-2-oxoethylamino)-1-((4-nitrophenoxy)carbonyloxy)-2-oxoethyl)phenylamino)-4-oxobutanoate

Guidance literature:: Multi-step reaction with 3 steps

1: acetic acid; zinc / tetrahydrofuran / 2 h / 20 °C

2: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C / Inert atmosphere

3: pyridine; dmap / dichloromethane / 24 h / 0 °C

With pyridine; dmap; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; zinc; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja200808y

Reference yield:

: 138646-99-8
tert-butyl 2-bromo-2-(4-nitrophenyl)acetate

: 1316832-35-5
tert-butyl 3-(((9H-fluoren-9-yl)methoxy)carbonylamino)-4-(4-(2-(2-(allyloxy)-2-oxoethylamino)-1-((4-nitrophenoxy)carbonyloxy)-2-oxoethyl)phenylamino)-4-oxobutanoate

Guidance literature:: Multi-step reaction with 7 steps

1: water; N,N-dimethyl-formamide / 3 h / 100 °C / Inert atmosphere

2: trifluoroacetic acid / dichloromethane / 8 h

3: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C / Inert atmosphere

4: caesium carbonate; allyl alcohol

5: acetic acid; zinc / tetrahydrofuran / 2 h / 20 °C

6: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C / Inert atmosphere

7: pyridine; dmap / dichloromethane / 24 h / 0 °C

With pyridine; dmap; caesium carbonate; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; allyl alcohol; trifluoroacetic acid; zinc; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/ja200808y