benzoic acid 5-[(4'R,6'R)-4'-(2'',2''-dimethylpropionyloxymethyl)-6'-(4''-methoxybenzyloxy)cyclohex-1'-enyl]pentyl ester

Base Information

• Chemical Name: benzoic acid 5-[(4'R,6'R)-4'-(2'',2''-dimethylpropionyloxymethyl)-6'-(4''-methoxybenzyloxy)cyclohex-1'-enyl]pentyl ester
• CAS No.: 896110-31-9
• Molecular Formula: C₃₂H₄₂O₆
• Molecular Weight: 522.682
• Mol file: 896110-31-9.mol

Synonyms:

Chemical Property of benzoic acid 5-[(4'R,6'R)-4'-(2'',2''-dimethylpropionyloxymethyl)-6'-(4''-methoxybenzyloxy)cyclohex-1'-enyl]pentyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzoic acid 5-[(4'R,6'R)-4'-(2'',2''-dimethylpropionyloxymethyl)-6'-(4''-methoxybenzyloxy)cyclohex-1'-enyl]pentyl ester

There total 3 articles about benzoic acid 5-[(4'R,6'R)-4'-(2'',2''-dimethylpropionyloxymethyl)-6'-(4''-methoxybenzyloxy)cyclohex-1'-enyl]pentyl 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:

Benzoic acid 5-[(R)-4-(2,2-dimethyl-propionyloxymethyl)-6-hydroxy-cyclohex-1-enyl]-pentyl ester + O-(4-methoxybenzyl)-trichloroacetimidate (89238-99-3) → benzoic acid 5-[(4'R,6'R)-4'-(2'',2''-dimethylpropionyloxymethyl)-6'-(4''-methoxybenzyloxy)cyclohex-1'-enyl]pentyl ester (896110-31-9)

Guidance literature:

With trifluorormethanesulfonic acid; In diethyl ether; at 0 - 20 ℃;

DOI:10.1016/j.tet.2005.11.096

Reference yield:

benzoic acid 5-[(R)-4'-(2'',2''-dimethylpropionyloxymethyl)-6'-oxocyclohex-1'-enyl]pentyl ester (896110-29-5) → benzoic acid 5-[(4'R,6'R)-4'-(2'',2''-dimethylpropionyloxymethyl)-6'-(4''-methoxybenzyloxy)cyclohex-1'-enyl]pentyl ester (896110-31-9)

Guidance literature:

Multi-step reaction with 2 steps

1: CeCl₃*7H₂O; NaBH₄ / methanol / 1 h / 0 °C

2: TfOH / diethyl ether / 0 - 20 °C

With sodium tetrahydroborate; cerium(III) chloride; trifluorormethanesulfonic acid; In methanol; diethyl ether; 1: Luche reaction;

DOI:10.1016/j.tet.2005.11.096

Reference yield:

Benzoic acid (R)-9-(2,2-dimethyl-propionyloxymethyl)-7,11-dioxo-undecyl ester → benzoic acid 5-[(4'R,6'R)-4'-(2'',2''-dimethylpropionyloxymethyl)-6'-(4''-methoxybenzyloxy)cyclohex-1'-enyl]pentyl ester (896110-31-9)

Guidance literature:

Multi-step reaction with 3 steps

1: p-toluenesulfonic acid / benzene / 15 h / 65 °C

2: CeCl₃*7H₂O; NaBH₄ / methanol / 1 h / 0 °C

3: TfOH / diethyl ether / 0 - 20 °C

With sodium tetrahydroborate; cerium(III) chloride; trifluorormethanesulfonic acid; toluene-4-sulfonic acid; In methanol; diethyl ether; benzene; 2: Luche reaction;

DOI:10.1016/j.tet.2005.11.096

upstream raw materials:

O-(4-methoxybenzyl)-trichloroacetimidate

benzoic acid 5-[(R)-4'-(2'',2''-dimethylpropionyloxymethyl)-6'-oxocyclohex-1'-enyl]pentyl ester

Downstream raw materials:

benzoic acid 5-[(3'S,5'R)-3'-(2'',2''-dimethylpropionyloxymethyl)-2'-formyl-5'-(4''-methoxybenzyloxy)cyclopent-1'-enyl]pentyl ester

Benzoic acid 5-[(3S,5R)-3-(2,2-dimethyl-propionyloxymethyl)-2-hydroxymethyl-5-(4-methoxy-benzyloxy)-cyclopent-1-enyl]-pentyl ester

2,2-Dimethyl-propionic acid (1S,4R)-2-(tert-butyl-dimethyl-silanyloxymethyl)-3-(5-hydroxy-pentyl)-4-(4-methoxy-benzyloxy)-cyclopent-2-enylmethyl ester

2,2-dimethylpropionic acid [(1S,4R)-2-(tert-butyldimethylsilanyloxymethyl)-4-(4'-methoxybenzyloxy)-3-[5-(2'-methoxyethoxymethoxy)pentyl]cyclopent-2-enyl]methyl ester