(S)-2-{[2-((Z)-2-Methoxycarbonyl-2-nitro-vinyl)-phenyl]-methyl-amino}-3-methyl-butyric acid benzyl ester

Base Information

Chemical Name:(S)-2-{[2-((Z)-2-Methoxycarbonyl-2-nitro-vinyl)-phenyl]-methyl-amino}-3-methyl-butyric acid benzyl ester
CAS No.:219645-19-9
Molecular Formula:C₂₃H₂₆N₂O₆
Molecular Weight:426.469
Hs Code.:

Synonyms:(S)-2-{[2-((Z)-2-Methoxycarbonyl-2-nitro-vinyl)-phenyl]-methyl-amino}-3-methyl-butyric acid benzyl ester

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Chemical Property of (S)-2-{[2-((Z)-2-Methoxycarbonyl-2-nitro-vinyl)-phenyl]-methyl-amino}-3-methyl-butyric acid benzyl ester

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Technology Process of (S)-2-{[2-((Z)-2-Methoxycarbonyl-2-nitro-vinyl)-phenyl]-methyl-amino}-3-methyl-butyric acid benzyl ester

There total 5 articles about (S)-2-{[2-((Z)-2-Methoxycarbonyl-2-nitro-vinyl)-phenyl]-methyl-amino}-3-methyl-butyric acid benzyl ester 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:

: 88-67-5
2-Iodobenzoic acid

: 219645-19-9
(S)-2-{[2-((Z)-2-Methoxycarbonyl-2-nitro-vinyl)-phenyl]-methyl-amino}-3-methyl-butyric acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: ClCO₂Me/NaBH₄

2: 17 percent / CuI, K₂CO₃, DMA / 48 h / 90 °C

3: dimethylformamide / 18 h / Ambient temperature

4: 1.) oxalyl chloride, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -65 deg C, 30 min, 2.) CH₂Cl₂, from -65 deg C to RT

5: 1.) TiCl₄, 2.) NMM / 1.) 1,4-dioxane, RT, 2 h, 2.) 1,4-dioxane, RT, 2 h

With 4-methyl-morpholine; sodium tetrahydroborate; copper(l) iodide; oxalyl dichloride; titanium tetrachloride; 2,4-dichlorophenoxyacetic acid dimethylamine; potassium carbonate; dimethyl sulfoxide; triethylamine; methyl chloroformate; In N,N-dimethyl-formamide;
DOI:10.1021/ja981662f

Reference yield:

: 5159-41-1
2-iodobenzyl alcohol

: 219645-19-9
(S)-2-{[2-((Z)-2-Methoxycarbonyl-2-nitro-vinyl)-phenyl]-methyl-amino}-3-methyl-butyric acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 17 percent / CuI, K₂CO₃, DMA / 48 h / 90 °C

2: dimethylformamide / 18 h / Ambient temperature

3: 1.) oxalyl chloride, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -65 deg C, 30 min, 2.) CH₂Cl₂, from -65 deg C to RT

4: 1.) TiCl₄, 2.) NMM / 1.) 1,4-dioxane, RT, 2 h, 2.) 1,4-dioxane, RT, 2 h

With 4-methyl-morpholine; copper(l) iodide; oxalyl dichloride; titanium tetrachloride; 2,4-dichlorophenoxyacetic acid dimethylamine; potassium carbonate; dimethyl sulfoxide; triethylamine; In N,N-dimethyl-formamide;
DOI:10.1021/ja981662f

Reference yield:

: 219644-99-2
N-methyl-N-(2'-hydroxymethylphenyl)-L-valine

: 219645-19-9
(S)-2-{[2-((Z)-2-Methoxycarbonyl-2-nitro-vinyl)-phenyl]-methyl-amino}-3-methyl-butyric acid benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: dimethylformamide / 18 h / Ambient temperature

2: 1.) oxalyl chloride, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -65 deg C, 30 min, 2.) CH₂Cl₂, from -65 deg C to RT

3: 1.) TiCl₄, 2.) NMM / 1.) 1,4-dioxane, RT, 2 h, 2.) 1,4-dioxane, RT, 2 h

With 4-methyl-morpholine; oxalyl dichloride; titanium tetrachloride; dimethyl sulfoxide; triethylamine; In N,N-dimethyl-formamide;
DOI:10.1021/ja981662f