Benzoic acid (1Z,7E,11E)-(3R,4S)-3-hydroxy-4-isopropenyl-7,11-dimethyl-cyclotetradeca-1,7,11-trienylmethyl ester

Base Information

• Chemical Name: Benzoic acid (1Z,7E,11E)-(3R,4S)-3-hydroxy-4-isopropenyl-7,11-dimethyl-cyclotetradeca-1,7,11-trienylmethyl ester
• CAS No.: 86838-72-4
• Molecular Formula: C₂₇H₃₆O₃
• Molecular Weight: 408.581
• Mol file: 86838-72-4.mol

Synonyms:Benzoic acid (1Z,7E,11E)-(3R,4S)-3-hydroxy-4-isopropenyl-7,11-dimethyl-cyclotetradeca-1,7,11-trienylmethyl ester

Chemical Property of Benzoic acid (1Z,7E,11E)-(3R,4S)-3-hydroxy-4-isopropenyl-7,11-dimethyl-cyclotetradeca-1,7,11-trienylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzoic acid (1Z,7E,11E)-(3R,4S)-3-hydroxy-4-isopropenyl-7,11-dimethyl-cyclotetradeca-1,7,11-trienylmethyl ester

There total 33 articles about Benzoic acid (1Z,7E,11E)-(3R,4S)-3-hydroxy-4-isopropenyl-7,11-dimethyl-cyclotetradeca-1,7,11-trienylmethyl 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: 67.0%

7-(8)-desoxyasperidol (86838-71-3,86853-18-1,100296-61-5,104595-99-5) + benzoyl chloride (98-88-4) → rel-(1R,2S)-(3E,7E,11E)-1-isopropenyl-4-<(benzoyloxy)methyl>-8,12-dimethyl-3,7,11-cyclotetradecatrien-2-ol (86838-72-4,107171-97-1)

Guidance literature:

With dmap; triethylamine; In dichloromethane; for 6h;

DOI:10.1021/jo00356a021

Reference yield: 55.0%

Methanesulfonic acid (5E,9E)-(1R,13S,14S)-13-isopropenyl-6,10-dimethyl-2-methylene-14-trimethylsilanyloxy-cyclotetradeca-5,9-dienyl ester (86848-71-7) + benzoic acid (65-85-0,8013-63-6) → rel-(1R,2S)-(3E,7E,11E)-1-isopropenyl-4-<(benzoyloxy)methyl>-8,12-dimethyl-3,7,11-cyclotetradecatrien-2-ol (86838-72-4,107171-97-1)

Guidance literature:

With 1,5-Diazabicyclo[5.4.0]undec-5-ene; sodium iodide; In N,N-dimethyl-formamide; at 70 ℃;

DOI:10.1016/S0040-4039(00)81900-0

Reference yield:

Methanesulfonic acid (5E,9E)-(1R,13S,14S)-13-isopropenyl-6,10-dimethyl-2-methylene-14-trimethylsilanyloxy-cyclotetradeca-5,9-dienyl ester (86848-71-7) + benzoic acid (65-85-0,8013-63-6) → Benzoic acid (1Z,7E,11E)-(3R,4S)-3-hydroxy-4-isopropenyl-7,11-dimethyl-cyclotetradeca-1,7,11-trienylmethyl ester (86838-72-4)

Guidance literature:

With sodium iodide; 1,5-Diazabicyclo[5.4.0]undec-5-ene; In N,N-dimethyl-formamide; at 70 ℃; for 48h; Yield given;

DOI:10.1021/jo00385a028

upstream raw materials:

7-⁽⁸⁾-desoxyasperidol

benzoyl chloride

Methanesulfonic acid (5E,9E)-(1R,13S,14S)-13-isopropenyl-6,10-dimethyl-2-methylene-14-trimethylsilanyloxy-cyclotetradeca-5,9-dienyl ester

benzoic acid

Downstream raw materials:

Benzoic acid (E)-(1R,2R,5S,7S,12R,13S)-2-bromo-13-isopropenyl-1,5-dimethyl-6,16-dioxa-tricyclo[10.3.1.0^5,7]hexadec-10-en-10-ylmethyl ester

Benzoic acid (E)-(1S,2S,5S,7S,12S,13R)-2-bromo-13-isopropenyl-1,5-dimethyl-6,16-dioxa-tricyclo[10.3.1.0^5,7]hexadec-10-en-10-ylmethyl ester

C₃₄H₄₀O₅

Benzoic acid (2E,6E)-(1R,10R,11R,14S)-10-bromo-14-isopropenyl-7,11-dimethyl-15-oxa-bicyclo[9.3.1]pentadeca-2,6-dien-3-ylmethyl ester