(1R,4R,5R,8S)-4-[4-(1,1-dimethylheptyl)-2-methoxyphenyl]-8-methoxymethoxybicyclo[3.3.1]non-3-en-2-one

Base Information

Chemical Name:(1R,4R,5R,8S)-4-[4-(1,1-dimethylheptyl)-2-methoxyphenyl]-8-methoxymethoxybicyclo[3.3.1]non-3-en-2-one
CAS No.:866398-05-2
Molecular Formula:C₂₇H₄₂O₄
Molecular Weight:430.628
Hs Code.:

Synonyms:(1R,4R,5R,8S)-4-[4-(1,1-dimethylheptyl)-2-methoxyphenyl]-8-methoxymethoxybicyclo[3.3.1]non-3-en-2-one

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Chemical Property of (1R,4R,5R,8S)-4-[4-(1,1-dimethylheptyl)-2-methoxyphenyl]-8-methoxymethoxybicyclo[3.3.1]non-3-en-2-one

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Technology Process of (1R,4R,5R,8S)-4-[4-(1,1-dimethylheptyl)-2-methoxyphenyl]-8-methoxymethoxybicyclo[3.3.1]non-3-en-2-one

There total 14 articles about (1R,4R,5R,8S)-4-[4-(1,1-dimethylheptyl)-2-methoxyphenyl]-8-methoxymethoxybicyclo[3.3.1]non-3-en-2-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:

: {(1R,4S,5R,8S)-4-[4-(1,1-Dimethyl-heptyl)-2-methoxy-phenyl]-8-methoxymethoxy-bicyclo[3.3.1]non-2-en-2-yloxy}-trimethyl-silane

: 866398-05-2
(1R,4R,5R,8S)-4-[4-(1,1-dimethylheptyl)-2-methoxyphenyl]-8-methoxymethoxybicyclo[3.3.1]non-3-en-2-one

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 0.5h;
DOI:10.1021/ol051570c

Reference yield:

: 866398-19-8
trifluoromethanesulfonic acid 3-(1,1-dimethylheptyl)-5-methoxyphenyl ester

: 866398-05-2
(1R,4R,5R,8S)-4-[4-(1,1-dimethylheptyl)-2-methoxyphenyl]-8-methoxymethoxybicyclo[3.3.1]non-3-en-2-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: 100 percent / H₂; Et₃N / Pd/C / methanol / 120 h / 20 °C

2.1: 87 percent / Br₂; AcOH / 4 h / 20 °C

3.1: Mg; I₂ / tetrahydrofuran / 1.33 h / Heating

3.2: HMPA; CuBr*Me₂S / tetrahydrofuran / 2 h / -78 °C

4.1: 638 mg / TBAF / tetrahydrofuran / 0.5 h / 20 °C

With tetrabutyl ammonium fluoride; hydrogen; bromine; iodine; magnesium; acetic acid; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol;
DOI:10.1021/ol051570c

Reference yield:

: 866398-16-5
trifluoromethanesulfonic acid 4-(1,1-dimethylheptyl)-2,6-dimethoxyphenyl ester

: 866398-05-2
(1R,4R,5R,8S)-4-[4-(1,1-dimethylheptyl)-2-methoxyphenyl]-8-methoxymethoxybicyclo[3.3.1]non-3-en-2-one

Guidance literature:: Multi-step reaction with 7 steps

1.1: 82 percent / H₂; Et₃N / Pd/C / methanol / 192 h / 20 °C / atmospheric pressure

2.1: 68 percent / 1-propanethiol; NaH / dimethylformamide / 20 h / 120 °C

3.1: 87 percent / 2,4,6-collidine / CH₂Cl₂ / 24 h / 0 °C

4.1: 100 percent / H₂; Et₃N / Pd/C / methanol / 120 h / 20 °C

5.1: 87 percent / Br₂; AcOH / 4 h / 20 °C

6.1: Mg; I₂ / tetrahydrofuran / 1.33 h / Heating

6.2: HMPA; CuBr*Me₂S / tetrahydrofuran / 2 h / -78 °C

7.1: 638 mg / TBAF / tetrahydrofuran / 0.5 h / 20 °C

With 2,4,6-trimethyl-pyridine; 1-thiopropane; tetrabutyl ammonium fluoride; hydrogen; bromine; iodine; sodium hydride; magnesium; acetic acid; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol051570c