2,2-Dimethyl-propionic acid (1S,4S,5S)-4-[4-(1,1-dimethyl-heptyl)-2,6-dihydroxy-phenyl]-6,6-dimethyl-bicyclo[3.1.1]hept-2-en-2-ylmethyl ester

Base Information

• Chemical Name: 2,2-Dimethyl-propionic acid (1S,4S,5S)-4-[4-(1,1-dimethyl-heptyl)-2,6-dihydroxy-phenyl]-6,6-dimethyl-bicyclo[3.1.1]hept-2-en-2-ylmethyl ester
• CAS No.: 76163-81-0
• Molecular Formula: C₃₀H₄₆O₄
• Molecular Weight: 470.693
• Mol file: 76163-81-0.mol

Synonyms:

Chemical Property of 2,2-Dimethyl-propionic acid (1S,4S,5S)-4-[4-(1,1-dimethyl-heptyl)-2,6-dihydroxy-phenyl]-6,6-dimethyl-bicyclo[3.1.1]hept-2-en-2-ylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,2-Dimethyl-propionic acid (1S,4S,5S)-4-[4-(1,1-dimethyl-heptyl)-2,6-dihydroxy-phenyl]-6,6-dimethyl-bicyclo[3.1.1]hept-2-en-2-ylmethyl ester

There total 8 articles about 2,2-Dimethyl-propionic acid (1S,4S,5S)-4-[4-(1,1-dimethyl-heptyl)-2,6-dihydroxy-phenyl]-6,6-dimethyl-bicyclo[3.1.1]hept-2-en-2-ylmethyl 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: 89.8%

C46H72N2O10 → 2,2-Dimethyl-propionic acid (1S,4S,5S)-4-[4-(1,1-dimethyl-heptyl)-2,6-dihydroxy-phenyl]-6,6-dimethyl-bicyclo[3.1.1]hept-2-en-2-ylmethyl ester (76163-81-0)

Guidance literature:

With ethanol; water monomer; sodium hydroxide; at 11 ℃; for 2h; Reagent/catalyst;

Reference yield:

pivaloyl chloride (3282-30-2) → 2,2-Dimethyl-propionic acid (1S,4S,5S)-4-[4-(1,1-dimethyl-heptyl)-2,6-dihydroxy-phenyl]-6,6-dimethyl-bicyclo[3.1.1]hept-2-en-2-ylmethyl ester (76163-81-0)

Guidance literature:

Multi-step reaction with 4 steps

2: sodium chromate / acetic acid; acetic anhydride / 72 h / 35 °C

3: lithium tri-tert-butoxyaluminohydride / tetrahydrofuran

4: p-toluene sulfonic acid

With sodium chromate(VI); lithium tri(t-butoxy)aluminum hydride; toluene-4-sulfonic acid; In tetrahydrofuran; acetic anhydride; acetic acid;

DOI:10.1016/S0957-4166(00)86322-3

Reference yield:

myrtenol (6712-78-3) → 2,2-Dimethyl-propionic acid (1S,4S,5S)-4-[4-(1,1-dimethyl-heptyl)-2,6-dihydroxy-phenyl]-6,6-dimethyl-bicyclo[3.1.1]hept-2-en-2-ylmethyl ester (76163-81-0)

Guidance literature:

Multi-step reaction with 4 steps

2: sodium chromate / acetic acid; acetic anhydride / 72 h / 35 °C

3: lithium tri-tert-butoxyaluminohydride / tetrahydrofuran

4: p-toluene sulfonic acid

With sodium chromate(VI); lithium tri(t-butoxy)aluminum hydride; toluene-4-sulfonic acid; In tetrahydrofuran; acetic anhydride; acetic acid;

DOI:10.1016/S0957-4166(00)86322-3

upstream raw materials:

5-(1',1'-dimethyl-n-heptyl)-1,3-dihydroxybenzene

4-hydroxy-myrtenyl pivalate

myrtenol

pivaloyl chloride

Refernces

• 1、 Mechoulam, Raphael,Lander, Naftali,Breuer, Aviva,Zahalka, Jamal. "SYNTHESIS OF THE INDIVIDUAL, PHARMACOLOGICALLY DISTINCT, ENANTIOMERS OF A TETRAHYDROCANNABINOL DERIVATIVE". . p. 315 - 318. Retrieved 2007/10/02.