(S)-3,5-dinitro-N-[3-(4-heptyloxyphenyl)-1-hydroxymethyl-1-methylpropyl]benzamide

Base Information

• Chemical Name: (S)-3,5-dinitro-N-[3-(4-heptyloxyphenyl)-1-hydroxymethyl-1-methylpropyl]benzamide
• CAS No.: 177258-59-2
• Molecular Formula: C₂₅H₃₃N₃O₇
• Molecular Weight: 487.553

Synonyms:(S)-3,5-dinitro-N-[3-(4-heptyloxyphenyl)-1-hydroxymethyl-1-methylpropyl]benzamide

Chemical Property of (S)-3,5-dinitro-N-[3-(4-heptyloxyphenyl)-1-hydroxymethyl-1-methylpropyl]benzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-3,5-dinitro-N-[3-(4-heptyloxyphenyl)-1-hydroxymethyl-1-methylpropyl]benzamide

There total 14 articles about (S)-3,5-dinitro-N-[3-(4-heptyloxyphenyl)-1-hydroxymethyl-1-methylpropyl]benzamide 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:

AAL hydrochloride + 3,5-dinitrobenoyl chloride (99-33-2) → (S)-3,5-dinitro-N-[3-(4-heptyloxyphenyl)-1-hydroxymethyl-1-methylpropyl]benzamide (177258-59-2) + (R)-3,5-dinitro-N-[3-(4-heptyloxyphenyl)-1-hydroxymethyl-1-methylpropyl]benzamide (177258-57-0)

Guidance literature:

With potassium hydrogencarbonate; In ethyl acetate; at 20 ℃; for 0.25h;

DOI:10.1021/jm000173z

Reference yield:

1-Bromoheptane (629-04-9) → (S)-3,5-dinitro-N-[3-(4-heptyloxyphenyl)-1-hydroxymethyl-1-methylpropyl]benzamide (177258-59-2)

Guidance literature:

Multi-step reaction with 12 steps

1: 89 percent / NaOEt / ethanol / Heating

2: Et₃N / CH₂Cl₂ / Ambient temperature

3: NaI / butan-2-one / Heating

4: NaH / dimethylformamide / Ambient temperature

5: KOH / ethanol / Heating

6: Et₃N / tetrahydrofuran / -10 °C

7: NaN₃ / tetrahydrofuran / 0 °C

8: benzene / Heating

9: Heating

10: LiBH₄ / tetrahydrofuran / Heating

11: 5N aq. KOH / tetrahydrofuran; methanol / Heating

12: KHCO₃ / ethyl acetate; H₂O

With potassium hydroxide; lithium borohydride; sodium azide; sodium ethanolate; sodium hydride; potassium hydrogencarbonate; triethylamine; sodium iodide; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; butanone; benzene;

DOI:10.1016/S0960-894X(97)10188-3

Reference yield:

p-hydroxyphenethyl alcohol (501-94-0) → (S)-3,5-dinitro-N-[3-(4-heptyloxyphenyl)-1-hydroxymethyl-1-methylpropyl]benzamide (177258-59-2)

Guidance literature:

Multi-step reaction with 12 steps

1: 89 percent / NaOEt / ethanol / Heating

2: Et₃N / CH₂Cl₂ / Ambient temperature

3: NaI / butan-2-one / Heating

4: NaH / dimethylformamide / Ambient temperature

5: KOH / ethanol / Heating

6: Et₃N / tetrahydrofuran / -10 °C

7: NaN₃ / tetrahydrofuran / 0 °C

8: benzene / Heating

9: Heating

10: LiBH₄ / tetrahydrofuran / Heating

11: 5N aq. KOH / tetrahydrofuran; methanol / Heating

12: KHCO₃ / ethyl acetate; H₂O

With potassium hydroxide; lithium borohydride; sodium azide; sodium ethanolate; sodium hydride; potassium hydrogencarbonate; triethylamine; sodium iodide; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; butanone; benzene;

DOI:10.1016/S0960-894X(97)10188-3

upstream raw materials:

AAL

3,5-dinitrobenoyl chloride

1-Bromoheptane

p-hydroxyphenethyl alcohol

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