methyl 3-({[(tert-butoxycarbonyl)amino][(tert-butoxycarbonyl)imino]methyl}amino)-5-(2-nitroethyl)benzoate

Base Information

Chemical Name:methyl 3-({[(tert-butoxycarbonyl)amino][(tert-butoxycarbonyl)imino]methyl}amino)-5-(2-nitroethyl)benzoate
CAS No.:199536-11-3
Molecular Formula:C₂₁H₃₀N₄O₈
Molecular Weight:466.491
Hs Code.:

Synonyms:methyl 3-({[(tert-butoxycarbonyl)amino][(tert-butoxycarbonyl)imino]methyl}amino)-5-(2-nitroethyl)benzoate

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Chemical Property of methyl 3-({[(tert-butoxycarbonyl)amino][(tert-butoxycarbonyl)imino]methyl}amino)-5-(2-nitroethyl)benzoate

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Technology Process of methyl 3-({[(tert-butoxycarbonyl)amino][(tert-butoxycarbonyl)imino]methyl}amino)-5-(2-nitroethyl)benzoate

There total 8 articles about methyl 3-({[(tert-butoxycarbonyl)amino][(tert-butoxycarbonyl)imino]methyl}amino)-5-(2-nitroethyl)benzoate 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%

: 199536-10-2
methyl 3-({[(tert-butoxycarbonyl)amino][(tert-butoxycarbonyl)imino]methyl}amino)-5-(1-hydroxy-2-nitroethyl)benzoate

: 199536-11-3
methyl 3-({[(tert-butoxycarbonyl)amino][(tert-butoxycarbonyl)imino]methyl}amino)-5-(2-nitroethyl)benzoate

Guidance literature:: With sodium tetrahydroborate; In ethanol; at 0 ℃; for 2h;
DOI:10.1021/jm970479e

Reference yield:

: 1955-46-0
5-nitro-1,3-benzenedicarboxylic acid, monomethyl ester

: 199536-11-3
methyl 3-({[(tert-butoxycarbonyl)amino][(tert-butoxycarbonyl)imino]methyl}amino)-5-(2-nitroethyl)benzoate

Guidance literature:: Multi-step reaction with 7 steps

1: oxalyl chloride, DMF, pyridine / tetrahydrofuran; acetonitrile / 1 h / -30 °C

2: CuI, LiAlH3)3>3 / tetrahydrofuran; acetonitrile / 0.17 h / -78 °C

3: 78 percent / H₂ / PtO₂ / methanol / 0.5 h / 2585.7 Torr

4: 86 percent / Et₃N, HgCl₂ / dimethylformamide / 16 h / Ambient temperature

5: 82 percent / pyridinium chlorochromate / CH₂Cl₂ / 16 h / Ambient temperature

6: 1.) NaH / 1.) DMF, 0 deg C, 2.) DMF, 0 deg C, 0.5 h

7: 26 percent / NaBH₄ / ethanol / 2 h / 0 °C

With pyridine; sodium tetrahydroborate; copper(l) iodide; oxalyl dichloride; hydrogen; sodium hydride; lithium tri-t-butoxyaluminum hydride; triethylamine; N,N-dimethyl-formamide; pyridinium chlorochromate; mercury dichloride; platinum(IV) oxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm970479e

Reference yield:

: 1955-04-0
methyl 5-nitro-3-chloroformylbenzoate

: 199536-11-3
methyl 3-({[(tert-butoxycarbonyl)amino][(tert-butoxycarbonyl)imino]methyl}amino)-5-(2-nitroethyl)benzoate

Guidance literature:: Multi-step reaction with 6 steps

1: CuI, LiAlH3)3>3 / tetrahydrofuran; acetonitrile / 0.17 h / -78 °C

2: 78 percent / H₂ / PtO₂ / methanol / 0.5 h / 2585.7 Torr

3: 86 percent / Et₃N, HgCl₂ / dimethylformamide / 16 h / Ambient temperature

4: 82 percent / pyridinium chlorochromate / CH₂Cl₂ / 16 h / Ambient temperature

5: 1.) NaH / 1.) DMF, 0 deg C, 2.) DMF, 0 deg C, 0.5 h

6: 26 percent / NaBH₄ / ethanol / 2 h / 0 °C

With sodium tetrahydroborate; copper(l) iodide; hydrogen; sodium hydride; lithium tri-t-butoxyaluminum hydride; triethylamine; pyridinium chlorochromate; mercury dichloride; platinum(IV) oxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm970479e