(4R,6R)-4-tert-Butyl-6-(2-oxo-ethyl)-cyclohex-1-enecarbaldehyde

Base Information

• Chemical Name: (4R,6R)-4-tert-Butyl-6-(2-oxo-ethyl)-cyclohex-1-enecarbaldehyde
• CAS No.: 72128-31-5
• Molecular Formula: C₁₃H₂₀O₂
• Molecular Weight: 208.301
• Mol file: 72128-31-5.mol

Synonyms:(4R,6R)-4-tert-Butyl-6-(2-oxo-ethyl)-cyclohex-1-enecarbaldehyde

Chemical Property of (4R,6R)-4-tert-Butyl-6-(2-oxo-ethyl)-cyclohex-1-enecarbaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4R,6R)-4-tert-Butyl-6-(2-oxo-ethyl)-cyclohex-1-enecarbaldehyde

There total 13 articles about (4R,6R)-4-tert-Butyl-6-(2-oxo-ethyl)-cyclohex-1-enecarbaldehyde 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: 47.0%

(1R*,3S*,5R*,8R*)-3-tert-butylspirooctane-8,2'-oxiran>-6-one (72128-28-0,72151-46-3) → (4R,6R)-4-tert-Butyl-6-(2-oxo-ethyl)-cyclohex-1-enecarbaldehyde (72128-31-5) + (4aS,6S)-6-tert-Butyl-1,4,4a,5,6,7-hexahydro-isochromen-3-one (72128-30-4)

Guidance literature:

In methanol; benzene; at 30 ℃; for 0.75h; Irradiation;

DOI:10.1021/ja00521a050

Reference yield:

5-tert-butylcyclohex-2-en-1-one (32360-28-4) → (4R,6R)-4-tert-Butyl-6-(2-oxo-ethyl)-cyclohex-1-enecarbaldehyde (72128-31-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) ethylene glycol, p-toluenesulfonic acid, 2.) sodium; p-toluenesulfonic acid; boron trifluoride etherate / 1.) pentane, irradiated, room temperature, 19 h; benzene, reflux, 3 h, 2.) liquid ammonia, ether, -30 deg C, 2 h; acetone, room temperature, 5 h; o-xylene, reflux, 1 h

2: dimethylsulfoxide / 5 deg C, 15 min, room temperature, 3.75 h

3: 1.) mercuric acetate, 2.) aq. 3 N NaOH, NaBH₄ / 1.) water, acetonitrile, room temperature, 32 h, 2.) room temperature, 20 min

4: CrO₃

5: 12 percent / benzene; methanol / 0.75 h / 30 °C / Irradiation

With chromium(VI) oxide; sodium hydroxide; sodium tetrahydroborate; boron trifluoride diethyl etherate; mercury(II) diacetate; sodium; toluene-4-sulfonic acid; ethylene glycol; In methanol; dimethyl sulfoxide; benzene;

DOI:10.1021/ja00521a050

Reference yield:

exo-3-tert-butylbicyclo<3.2.1>oct-6-en-8-one (72128-41-7) → (4R,6R)-4-tert-Butyl-6-(2-oxo-ethyl)-cyclohex-1-enecarbaldehyde (72128-31-5)

Guidance literature:

Multi-step reaction with 4 steps

1: dimethylsulfoxide / 5 deg C, 15 min, room temperature, 3.75 h

2: 1.) mercuric acetate, 2.) aq. 3 N NaOH, NaBH₄ / 1.) water, acetonitrile, room temperature, 32 h, 2.) room temperature, 20 min

3: CrO₃

4: 12 percent / benzene; methanol / 0.75 h / 30 °C / Irradiation

With chromium(VI) oxide; sodium hydroxide; sodium tetrahydroborate; mercury(II) diacetate; In methanol; dimethyl sulfoxide; benzene;

DOI:10.1021/ja00521a050

upstream raw materials:

(1R*,3S*,5R*,8S*)-3-tert-butylspirooctane-8,2'-oxiran>-6-one

(1R*,3S*,5R*,8R*)-3-tert-butylspirooctane-8,2'-oxiran>-6-one

5-tert-butylcyclohex-2-en-1-one

(1S,3R,5S,6S)-3-tert-Butyl-8-methylene-bicyclo[3.2.1]octan-6-ol