2-{6-[2-(3-tert-Butoxycarbonyl-2,2-dimethyl-oxazolidin-4-ylmethyl)-phenyl]-hexyl}-malonic acid monomethyl ester

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Chemical Name:2-{6-[2-(3-tert-Butoxycarbonyl-2,2-dimethyl-oxazolidin-4-ylmethyl)-phenyl]-hexyl}-malonic acid monomethyl ester
CAS No.:186366-96-1
Molecular Formula:C₂₇H₄₁NO₇
Molecular Weight:491.625
Hs Code.:

Synonyms:2-{6-[2-(3-tert-Butoxycarbonyl-2,2-dimethyl-oxazolidin-4-ylmethyl)-phenyl]-hexyl}-malonic acid monomethyl ester

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Chemical Property of 2-{6-[2-(3-tert-Butoxycarbonyl-2,2-dimethyl-oxazolidin-4-ylmethyl)-phenyl]-hexyl}-malonic acid monomethyl ester

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Technology Process of 2-{6-[2-(3-tert-Butoxycarbonyl-2,2-dimethyl-oxazolidin-4-ylmethyl)-phenyl]-hexyl}-malonic acid monomethyl ester

There total 8 articles about 2-{6-[2-(3-tert-Butoxycarbonyl-2,2-dimethyl-oxazolidin-4-ylmethyl)-phenyl]-hexyl}-malonic acid monomethyl 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:

: 2-[(Z)-6-[2-(3-tert-Butoxycarbonyl-2,2-dimethyl-oxazolidin-4-ylmethyl)-phenyl]-hex-5-en-(E)-ylidene]-malonic acid benzyl ester methyl ester

: 186366-96-1
2-{6-[2-(3-tert-Butoxycarbonyl-2,2-dimethyl-oxazolidin-4-ylmethyl)-phenyl]-hexyl}-malonic acid monomethyl ester

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethyl acetate; for 17h; under 2585.7 Torr;
DOI:10.1021/jm960582o

Reference yield:

: 65587-60-2
4-ethoxycarbonylbutyltriphenylphoshonium iodide

: 186366-96-1
2-{6-[2-(3-tert-Butoxycarbonyl-2,2-dimethyl-oxazolidin-4-ylmethyl)-phenyl]-hexyl}-malonic acid monomethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 80 percent / t-BuOK / CH₂Cl₂ / 1 h / Ambient temperature

2: 6.9 g / LiAlH₄ / 1 h

3: 6.3 g / pyridinium chlorochromate / CH₂Cl₂ / 0.5 h

4: 4.3 g / piperidine, benzoic acid / toluene / 6 h / Heating

5: 3.62 g / H₂ / 10percent Pd/C / ethyl acetate / 17 h / 2585.7 Torr

With piperidine; lithium aluminium tetrahydride; potassium tert-butylate; hydrogen; benzoic acid; pyridinium chlorochromate; palladium on activated charcoal; In dichloromethane; ethyl acetate; toluene;
DOI:10.1021/jm960582o

Reference yield:

: [2-(2-Bromo-phenyl)-1-hydroxymethyl-ethyl]-carbamic acid tert-butyl ester

: 186366-96-1
2-{6-[2-(3-tert-Butoxycarbonyl-2,2-dimethyl-oxazolidin-4-ylmethyl)-phenyl]-hexyl}-malonic acid monomethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 98 percent / p-TsOH*H₂O / CH₂Cl₂ / 48 h / Ambient temperature

2: 87 percent / n-BuLi / tetrahydrofuran / 1 h / -78 - 0 °C

3: 80 percent / t-BuOK / CH₂Cl₂ / 1 h / Ambient temperature

4: 6.9 g / LiAlH₄ / 1 h

5: 6.3 g / pyridinium chlorochromate / CH₂Cl₂ / 0.5 h

6: 4.3 g / piperidine, benzoic acid / toluene / 6 h / Heating

7: 3.62 g / H₂ / 10percent Pd/C / ethyl acetate / 17 h / 2585.7 Torr

With piperidine; lithium aluminium tetrahydride; n-butyllithium; potassium tert-butylate; hydrogen; toluene-4-sulfonic acid; benzoic acid; pyridinium chlorochromate; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate; toluene;
DOI:10.1021/jm960582o