((1R,5R)-5-tert-Butyl-2-hydroxymethyl-cyclohex-2-enyl)-acetic acid methyl ester

Base Information

• Chemical Name: ((1R,5R)-5-tert-Butyl-2-hydroxymethyl-cyclohex-2-enyl)-acetic acid methyl ester
• CAS No.: 72128-32-6
• Molecular Formula: C₁₄H₂₄O₃
• Molecular Weight: 240.343
• Mol file: 72128-32-6.mol

Synonyms:((1R,5R)-5-tert-Butyl-2-hydroxymethyl-cyclohex-2-enyl)-acetic acid methyl ester

Chemical Property of ((1R,5R)-5-tert-Butyl-2-hydroxymethyl-cyclohex-2-enyl)-acetic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((1R,5R)-5-tert-Butyl-2-hydroxymethyl-cyclohex-2-enyl)-acetic acid methyl ester

There total 4 articles about ((1R,5R)-5-tert-Butyl-2-hydroxymethyl-cyclohex-2-enyl)-acetic acid methyl ester 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:

5-tert-butylcyclohex-2-en-1-one (32360-28-4) → ((1R,5R)-5-tert-Butyl-2-hydroxymethyl-cyclohex-2-enyl)-acetic acid methyl ester (72128-32-6)

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: benzene / Irradiation

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

DOI:10.1021/ja00521a050

Reference yield:

(1R*,3S*,5S*,8R*)-3-tert-butylspirooct-6-en-8,2'-oxirane> (72128-43-9) → ((1R,5R)-5-tert-Butyl-2-hydroxymethyl-cyclohex-2-enyl)-acetic acid methyl ester (72128-32-6)

Guidance literature:

Multi-step reaction with 3 steps

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

2: CrO₃

3: benzene / Irradiation

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

DOI:10.1021/ja00521a050

Reference yield:

C13H22O2 (72128-44-0,72151-50-9) → ((1R,5R)-5-tert-Butyl-2-hydroxymethyl-cyclohex-2-enyl)-acetic acid methyl ester (72128-32-6)

Guidance literature:

Multi-step reaction with 2 steps

1: CrO₃

2: benzene / Irradiation

With chromium(VI) oxide; In benzene;

DOI:10.1021/ja00521a050

upstream raw materials:

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

(1R*,3S*,5S*,8R*)-3-tert-butylspirooct-6-en-8,2'-oxirane>

exo-3-tert-butylbicyclo<3.2.1>oct-6-en-8-one

C₁₃H₂₂O₂