4-nitrobenzyl 2-<4-tert-butoxycarbonylamino-1-(4-nitrobenzyloxycarbonyl)-3-oxopyrazolidin-2-yl>-5-oxotetrahydrofuran-2-carboxylate

Base Information

• Chemical Name: 4-nitrobenzyl 2-<4-tert-butoxycarbonylamino-1-(4-nitrobenzyloxycarbonyl)-3-oxopyrazolidin-2-yl>-5-oxotetrahydrofuran-2-carboxylate
• CAS No.: 119154-93-7
• Molecular Formula: C₂₈H₂₉N₅O₁₃
• Molecular Weight: 643.564
• Mol file: 119154-93-7.mol

Synonyms:

Chemical Property of 4-nitrobenzyl 2-<4-tert-butoxycarbonylamino-1-(4-nitrobenzyloxycarbonyl)-3-oxopyrazolidin-2-yl>-5-oxotetrahydrofuran-2-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-nitrobenzyl 2-<4-tert-butoxycarbonylamino-1-(4-nitrobenzyloxycarbonyl)-3-oxopyrazolidin-2-yl>-5-oxotetrahydrofuran-2-carboxylate

There total 5 articles about 4-nitrobenzyl 2-<4-tert-butoxycarbonylamino-1-(4-nitrobenzyloxycarbonyl)-3-oxopyrazolidin-2-yl>-5-oxotetrahydrofuran-2-carboxylate 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: 54.0%

5-oxo-2-chloro-2-tetrahydrofuran carboxylic acid p-nitrobenzyl ester (112093-65-9) + 4-tert-butoxycarbonylamino-1-(4-nitrobenzyloxycarbonyl)pyrazolidin-3-one (119154-92-6) → 4-nitrobenzyl 2-<4-tert-butoxycarbonylamino-1-(4-nitrobenzyloxycarbonyl)-3-oxopyrazolidin-2-yl>-5-oxotetrahydrofuran-2-carboxylate (119154-93-7)

Guidance literature:

With dicyclohexyl-carbodiimide; In dichloromethane; Ambient temperature;

DOI:10.1016/S0040-4020(01)85956-1

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → 4-nitrobenzyl 2-<4-tert-butoxycarbonylamino-1-(4-nitrobenzyloxycarbonyl)-3-oxopyrazolidin-2-yl>-5-oxotetrahydrofuran-2-carboxylate (119154-93-7)

Guidance literature:

Multi-step reaction with 5 steps

1: Et₃N / CHCl₃ / 0.5 h / 0 °C

2: DBU / CHCl₃ / 3 h / 0 °C

3: 49 percent / hydrazine hydrate / ethanol

4: 75 percent / N,N-dimethyl-acetamide / 0 °C

5: 54 percent / dicyclohexylcarbodiimide / CH₂Cl₂ / Ambient temperature

With hydrazine hydrate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; dicyclohexyl-carbodiimide; In ethanol; dichloromethane; chloroform; N,N-dimethyl acetamide;

DOI:10.1016/S0040-4020(01)85956-1

Reference yield:

methyl 2-[(tert-butoxycarbonyl)amino]acrylate (55477-80-0) → 4-nitrobenzyl 2-<4-tert-butoxycarbonylamino-1-(4-nitrobenzyloxycarbonyl)-3-oxopyrazolidin-2-yl>-5-oxotetrahydrofuran-2-carboxylate (119154-93-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 49 percent / hydrazine hydrate / ethanol

2: 75 percent / N,N-dimethyl-acetamide / 0 °C

3: 54 percent / dicyclohexylcarbodiimide / CH₂Cl₂ / Ambient temperature

With hydrazine hydrate; dicyclohexyl-carbodiimide; In ethanol; dichloromethane; N,N-dimethyl acetamide;

DOI:10.1016/S0040-4020(01)85956-1

upstream raw materials:

5-oxo-2-chloro-2-tetrahydrofuran carboxylic acid p-nitrobenzyl ester

4-tert-butoxycarbonylamino-1-(4-nitrobenzyloxycarbonyl)pyrazolidin-3-one

di-tert-butyl dicarbonate

methyl 2-[(tert-butoxycarbonyl)amino]acrylate

Downstream raw materials:

4-nitrobenzyl 2-<1-(4-nitrobenzyloxycarbonyl)-4-(2-thienylacetamido)-3-oxopyrazolidin-2-yl>-5-oxotetrahydrofuran-2-carboxylate

4-nitrobenzyl 2-<4-<2-(2-aminothiazol-4-yl)-(Z)-2-methoxyiminoacetamido>-1-(4-nitrobenzyloxycarbonyl)-3-oxopyrazolidin-2-yl>-5-oxotetrahydrofuran-2-carboxylate

4-nitrobenzyl 2-<4-<2-(2-chloroacetamidothiazol-4-yl)-(Z)-2-methoxyiminoacetamido>-1-(4-nitrobenzyloxycarbonyl)-3-oxopyrazolidin-2-yl>-5-oxotetrahydrofuran-2-carboxylate