methyl 3-[1-[2-(benzyloxy)-2-oxoethyl]-3-chloro-5-(isopropylamino)-6-oxo-1,6-dihydropyrazin-2-yl]-5-nitrobenzoate

Base Information

Chemical Name:methyl 3-[1-[2-(benzyloxy)-2-oxoethyl]-3-chloro-5-(isopropylamino)-6-oxo-1,6-dihydropyrazin-2-yl]-5-nitrobenzoate
CAS No.:602280-54-6
Molecular Formula:C₂₄H₂₃ClN₄O₇
Molecular Weight:514.922
Hs Code.:

Synonyms:methyl 3-[1-[2-(benzyloxy)-2-oxoethyl]-3-chloro-5-(isopropylamino)-6-oxo-1,6-dihydropyrazin-2-yl]-5-nitrobenzoate

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Chemical Property of methyl 3-[1-[2-(benzyloxy)-2-oxoethyl]-3-chloro-5-(isopropylamino)-6-oxo-1,6-dihydropyrazin-2-yl]-5-nitrobenzoate

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Technology Process of methyl 3-[1-[2-(benzyloxy)-2-oxoethyl]-3-chloro-5-(isopropylamino)-6-oxo-1,6-dihydropyrazin-2-yl]-5-nitrobenzoate

There total 5 articles about methyl 3-[1-[2-(benzyloxy)-2-oxoethyl]-3-chloro-5-(isopropylamino)-6-oxo-1,6-dihydropyrazin-2-yl]-5-nitrobenzoate 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: 46.0%

: 75-31-0
isopropylamine

: 602280-49-9
methyl 3-{1-[2-(benzyloxy)-2-oxoethyl]-3,5-dichloro-6-oxo-1,6-dihydropyrazin-2-yl}-5-nitrobenzoate

: 602280-54-6
methyl 3-[1-[2-(benzyloxy)-2-oxoethyl]-3-chloro-5-(isopropylamino)-6-oxo-1,6-dihydropyrazin-2-yl]-5-nitrobenzoate

Guidance literature:: In ethyl acetate; at 55 ℃; for 16h;
DOI:10.1021/jm030131l

Reference yield:

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

: 602280-54-6
methyl 3-[1-[2-(benzyloxy)-2-oxoethyl]-3-chloro-5-(isopropylamino)-6-oxo-1,6-dihydropyrazin-2-yl]-5-nitrobenzoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 70 percent / BH₃*THF / tetrahydrofuran / -10 - 64 °C

2.1: 78 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 0.75 h / -78 °C

3.1: CH₂Cl₂ / 16 h / 20 °C

3.2: chlorobenzene / 16 h / 80 °C

4.1: 46 percent / ethyl acetate / 16 h / 55 °C

With borane-THF; oxalyl dichloride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; ethyl acetate;
DOI:10.1021/jm030131l

Reference yield:

: 53732-08-4
3-hydroxymethyl-5-nitrobenzoic acid methyl ester

: 602280-54-6
methyl 3-[1-[2-(benzyloxy)-2-oxoethyl]-3-chloro-5-(isopropylamino)-6-oxo-1,6-dihydropyrazin-2-yl]-5-nitrobenzoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 78 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 0.75 h / -78 °C

2.1: CH₂Cl₂ / 16 h / 20 °C

2.2: chlorobenzene / 16 h / 80 °C

3.1: 46 percent / ethyl acetate / 16 h / 55 °C

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; ethyl acetate;
DOI:10.1021/jm030131l