O-benzyl N-(6-chloro-2,5-dioxo-4-methoxy-1,4-cyclohexadienyl)-L-alanine

Base Information

Chemical Name:O-benzyl N-(6-chloro-2,5-dioxo-4-methoxy-1,4-cyclohexadienyl)-L-alanine
CAS No.:1365030-58-5
Molecular Formula:C₁₇H₁₆ClNO₅
Molecular Weight:349.771
Hs Code.:

Synonyms:O-benzyl N-(6-chloro-2,5-dioxo-4-methoxy-1,4-cyclohexadienyl)-L-alanine

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Chemical Property of O-benzyl N-(6-chloro-2,5-dioxo-4-methoxy-1,4-cyclohexadienyl)-L-alanine

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Technology Process of O-benzyl N-(6-chloro-2,5-dioxo-4-methoxy-1,4-cyclohexadienyl)-L-alanine

There total 6 articles about O-benzyl N-(6-chloro-2,5-dioxo-4-methoxy-1,4-cyclohexadienyl)-L-alanine 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: 65.0%

: 1365030-56-3
2-bromo-3-chloro-5-methoxy-1,4-benzoquinone

: 42854-62-6
L-alanine benzyl ester p-toluenesulfonate

: 1365030-58-5
O-benzyl N-(6-chloro-2,5-dioxo-4-methoxy-1,4-cyclohexadienyl)-L-alanine

Guidance literature:: With triethylamine; In dichloromethane; at 25 ℃; for 12h; Inert atmosphere;
DOI:10.1016/j.bmc.2012.01.021

Reference yield:

: 138076-70-7
3-chloro-4-(tert-butyldimethylsilanyloxy)-5-methoxybenzaldehyde

: 1365030-58-5
O-benzyl N-(6-chloro-2,5-dioxo-4-methoxy-1,4-cyclohexadienyl)-L-alanine

Guidance literature:: Multi-step reaction with 4 steps

1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 8 h / Inert atmosphere; Reflux

2: methanol; potassium carbonate / 4 h / 25 °C

3: N-Bromosuccinimide / N,N-dimethyl-formamide / 12 h / 25 °C / Inert atmosphere

4: triethylamine / dichloromethane / 12 h / 25 °C / Inert atmosphere

With methanol; N-Bromosuccinimide; potassium carbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; N,N-dimethyl-formamide; 1: Baeyer-Villiger oxidation;
DOI:10.1016/j.bmc.2012.01.021

Reference yield:

: 1380401-60-4
formic acid 4-(tert-butyldimethylsilanyloxy)-3-chloro-5-methoxyphenyl ester

: 1365030-58-5
O-benzyl N-(6-chloro-2,5-dioxo-4-methoxy-1,4-cyclohexadienyl)-L-alanine

Guidance literature:: Multi-step reaction with 3 steps

1: methanol; potassium carbonate / 4 h / 25 °C

2: N-Bromosuccinimide / N,N-dimethyl-formamide / 12 h / 25 °C / Inert atmosphere

3: triethylamine / dichloromethane / 12 h / 25 °C / Inert atmosphere

With methanol; N-Bromosuccinimide; potassium carbonate; triethylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2012.01.021