N,N-Diethyl-2-[hydroxy-((6R,8R)-8-hydroxy-6-methyl-5,6,7,8-tetrahydro-naphthalen-1-yl)-methyl]-6-methoxy-benzamide

Base Information

• Chemical Name: N,N-Diethyl-2-[hydroxy-((6R,8R)-8-hydroxy-6-methyl-5,6,7,8-tetrahydro-naphthalen-1-yl)-methyl]-6-methoxy-benzamide
• CAS No.: 111539-90-3
• Molecular Formula: C₂₄H₃₁NO₄
• Molecular Weight: 397.514
• Mol file: 111539-90-3.mol

Synonyms:N,N-Diethyl-2-[hydroxy-((6R,8R)-8-hydroxy-6-methyl-5,6,7,8-tetrahydro-naphthalen-1-yl)-methyl]-6-methoxy-benzamide

Chemical Property of N,N-Diethyl-2-[hydroxy-((6R,8R)-8-hydroxy-6-methyl-5,6,7,8-tetrahydro-naphthalen-1-yl)-methyl]-6-methoxy-benzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N,N-Diethyl-2-[hydroxy-((6R,8R)-8-hydroxy-6-methyl-5,6,7,8-tetrahydro-naphthalen-1-yl)-methyl]-6-methoxy-benzamide

There total 12 articles about N,N-Diethyl-2-[hydroxy-((6R,8R)-8-hydroxy-6-methyl-5,6,7,8-tetrahydro-naphthalen-1-yl)-methyl]-6-methoxy-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:

2-Phenyl-[1,3]dithiane (5425-44-5) → N,N-Diethyl-2-[hydroxy-((6R,8R)-8-hydroxy-6-methyl-5,6,7,8-tetrahydro-naphthalen-1-yl)-methyl]-6-methoxy-benzamide (111539-90-3)

Guidance literature:

Multi-step reaction with 5 steps

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

2: 10.10 g / Raney-Ni / aq. ethanol / 2 h / Heating

3: 79 percent / 75percent H₂SO₄ / 8 h / 100 °C

4: 76 percent / NaBH₄ / propan-2-ol; H₂O / 44 h / Ambient temperature

5: 1.) TMEDA, n-BuLi / 1.) ether, reflux, 6 h; 2.) ether, -45 deg C then r.t., overnight

With sodium tetrahydroborate; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; sulfuric acid; nickel; In tetrahydrofuran; ethanol; water; isopropyl alcohol;

Reference yield:

ethyl 3-methyl-4-(1,3-dithiopropano)-4-phenylbutyrate (111539-81-2) → N,N-Diethyl-2-[hydroxy-((6R,8R)-8-hydroxy-6-methyl-5,6,7,8-tetrahydro-naphthalen-1-yl)-methyl]-6-methoxy-benzamide (111539-90-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 10.10 g / Raney-Ni / aq. ethanol / 2 h / Heating

2: 79 percent / 75percent H₂SO₄ / 8 h / 100 °C

3: 76 percent / NaBH₄ / propan-2-ol; H₂O / 44 h / Ambient temperature

4: 1.) TMEDA, n-BuLi / 1.) ether, reflux, 6 h; 2.) ether, -45 deg C then r.t., overnight

With sodium tetrahydroborate; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; sulfuric acid; nickel; In ethanol; water; isopropyl alcohol;

Reference yield:

3-methyl-1-tetralone (14944-23-1) → N,N-Diethyl-2-[hydroxy-((6R,8R)-8-hydroxy-6-methyl-5,6,7,8-tetrahydro-naphthalen-1-yl)-methyl]-6-methoxy-benzamide (111539-90-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / NaBH₄ / propan-2-ol; H₂O / 44 h / Ambient temperature

2: 1.) TMEDA, n-BuLi / 1.) ether, reflux, 6 h; 2.) ether, -45 deg C then r.t., overnight

With sodium tetrahydroborate; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In water; isopropyl alcohol;

upstream raw materials:

N,N-diethyl-2-methoxybenzamide

(6R,8R)-8-Methoxymethoxy-6-methyl-5,6,7,8-tetrahydro-naphthalene-1-carbaldehyde

N,N-diethyl-2-formyl-6-methoxybenzamide

cis-3-methyl-1-tetralol

Downstream raw materials:

cis-3-methyl-1-tetralol

7-Methoxy-3-(6-methyl-5,6-dihydro-naphthalen-1-yl)-3H-isobenzofuran-1-one

3-(8-Hydroxy-6-methyl-5,6,7,8-tetrahydro-naphthalen-1-yl)-7-methoxy-3H-isobenzofuran-1-one

ochromycinone