1-(3-(tert-Butoxycarbonylmethoxy)phenyl)-3-(3,4-methylenedioxyphenyl)propan-1-one

Base Information

• Chemical Name: 1-(3-(tert-Butoxycarbonylmethoxy)phenyl)-3-(3,4-methylenedioxyphenyl)propan-1-one
• CAS No.: 178445-88-0
• Molecular Formula: C₂₂H₂₄O₆
• Molecular Weight: 384.429

Synonyms:1-(3-(tert-Butoxycarbonylmethoxy)phenyl)-3-(3,4-methylenedioxyphenyl)propan-1-one

Chemical Property of 1-(3-(tert-Butoxycarbonylmethoxy)phenyl)-3-(3,4-methylenedioxyphenyl)propan-1-one

Chemical Property:

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Technology Process of 1-(3-(tert-Butoxycarbonylmethoxy)phenyl)-3-(3,4-methylenedioxyphenyl)propan-1-one

There total 5 articles about 1-(3-(tert-Butoxycarbonylmethoxy)phenyl)-3-(3,4-methylenedioxyphenyl)propan-1-one 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: 89.0%

bromoacetic acid tert-butyl ester (5292-43-3) + 3-(1,3-benzodioxol-5-yl)-1-(3-hydroxyphenyl)-1-propanone (178445-85-7) → 1-(3-(tert-Butoxycarbonylmethoxy)phenyl)-3-(3,4-methylenedioxyphenyl)propan-1-one (178445-88-0)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 5 ℃; for 0.25h;

DOI:10.1016/S0968-0896(98)00125-4

Reference yield:

piperonal (120-57-0,30024-74-9) → 1-(3-(tert-Butoxycarbonylmethoxy)phenyl)-3-(3,4-methylenedioxyphenyl)propan-1-one (178445-88-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 34 percent / aq. KOH / ethanol / 16 h / 20 °C

2: 41 percent / H₂ / Lindlar catalyst / aq. methanol / 6 h / 2068.59 - 2585.74 Torr

3: 89 percent / NaH / dimethylformamide / 0.25 h / 5 °C

With potassium hydroxide; hydrogen; sodium hydride; Lindlar's catalyst; In methanol; ethanol; N,N-dimethyl-formamide; 1: Condensation / 2: Hydrogenation / 3: Alkylation;

DOI:10.1016/S0968-0896(98)00125-4

Reference yield:

3-Hydroxyacetophenone (121-71-1) → 1-(3-(tert-Butoxycarbonylmethoxy)phenyl)-3-(3,4-methylenedioxyphenyl)propan-1-one (178445-88-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 34 percent / aq. KOH / ethanol / 16 h / 20 °C

2: 41 percent / H₂ / Lindlar catalyst / aq. methanol / 6 h / 2068.59 - 2585.74 Torr

3: 89 percent / NaH / dimethylformamide / 0.25 h / 5 °C

With potassium hydroxide; hydrogen; sodium hydride; Lindlar's catalyst; In methanol; ethanol; N,N-dimethyl-formamide; 1: Condensation / 2: Hydrogenation / 3: Alkylation;

DOI:10.1016/S0968-0896(98)00125-4

upstream raw materials:

bromoacetic acid tert-butyl ester

3-(1,3-benzodioxol-5-yl)-1-(3-hydroxyphenyl)-1-propanone

piperonal

3-Hydroxyacetophenone

Downstream raw materials:

(1R)-1-[3-[2-(1,1-dimethylethoxy)-2-oxoethoxy]phenyl-3-(1,3-benzodioxol-5-yl)-1-propanyl (2S)-1-(3,3-dimethyl-1,2-dioxopentyl)-2-piperidinecarboxylate

(S)-1-(3,3-Dimethyl-2-oxo-pentanoyl)-piperidine-2-carboxylic acid (R)-3-benzo[1,3]dioxol-5-yl-1-(3-carboxymethoxy-phenyl)-propyl ester

(R)-1,1-dimethylethyl [3-[3-(1,3-benzodioxol-5-yl)-1-hydroxypropyl]phenoxy]acetate

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