Benzoic acid (3E,15E)-(1R,2S,5S,6R,10S,12R,14S)-14-(tert-butyl-dimethyl-silanyloxy)-16-ethyl-5-(4-methoxy-benzyloxy)-1,2,6,10,12-pentamethyl-7-oxo-octadeca-3,15,17-trienyl ester

Base Information

• Chemical Name: Benzoic acid (3E,15E)-(1R,2S,5S,6R,10S,12R,14S)-14-(tert-butyl-dimethyl-silanyloxy)-16-ethyl-5-(4-methoxy-benzyloxy)-1,2,6,10,12-pentamethyl-7-oxo-octadeca-3,15,17-trienyl ester
• CAS No.: 174156-46-8
• Molecular Formula: C₄₆H₇₀O₆Si
• Molecular Weight: 747.144
• Mol file: 174156-46-8.mol

Synonyms:

Chemical Property of Benzoic acid (3E,15E)-(1R,2S,5S,6R,10S,12R,14S)-14-(tert-butyl-dimethyl-silanyloxy)-16-ethyl-5-(4-methoxy-benzyloxy)-1,2,6,10,12-pentamethyl-7-oxo-octadeca-3,15,17-trienyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzoic acid (3E,15E)-(1R,2S,5S,6R,10S,12R,14S)-14-(tert-butyl-dimethyl-silanyloxy)-16-ethyl-5-(4-methoxy-benzyloxy)-1,2,6,10,12-pentamethyl-7-oxo-octadeca-3,15,17-trienyl ester

There total 15 articles about Benzoic acid (3E,15E)-(1R,2S,5S,6R,10S,12R,14S)-14-(tert-butyl-dimethyl-silanyloxy)-16-ethyl-5-(4-methoxy-benzyloxy)-1,2,6,10,12-pentamethyl-7-oxo-octadeca-3,15,17-trienyl 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:

O-(4-methoxybenzyl)-trichloroacetimidate (89238-99-3) → Benzoic acid (3E,15E)-(1R,2S,5S,6R,10S,12R,14S)-14-(tert-butyl-dimethyl-silanyloxy)-16-ethyl-5-(4-methoxy-benzyloxy)-1,2,6,10,12-pentamethyl-7-oxo-octadeca-3,15,17-trienyl ester (174156-46-8)

Guidance literature:

Multi-step reaction with 4 steps

3: 91 percent / pyridine / CH₂Cl₂ / 4 h / Ambient temperature

With pyridine; In dichloromethane;

DOI:10.1016/0040-4039(95)02188-4

Reference yield:

benzoyl chloride (98-88-4) → Benzoic acid (3E,15E)-(1R,2S,5S,6R,10S,12R,14S)-14-(tert-butyl-dimethyl-silanyloxy)-16-ethyl-5-(4-methoxy-benzyloxy)-1,2,6,10,12-pentamethyl-7-oxo-octadeca-3,15,17-trienyl ester (174156-46-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / pyridine / CH₂Cl₂ / 4 h / Ambient temperature

With pyridine; In dichloromethane;

DOI:10.1016/0040-4039(95)02188-4

Reference yield:

(2R, 4R)-1-<(tert-Butyldimethylsilyl)oxy>-2,4-dimethylpentan-5-ol (143680-14-2) → Benzoic acid (3E,15E)-(1R,2S,5S,6R,10S,12R,14S)-14-(tert-butyl-dimethyl-silanyloxy)-16-ethyl-5-(4-methoxy-benzyloxy)-1,2,6,10,12-pentamethyl-7-oxo-octadeca-3,15,17-trienyl ester (174156-46-8)

Guidance literature:

Multi-step reaction with 4 steps

1: Ph₃P, CBr₄, Et₃N / CH₂Cl₂ / Ambient temperature

2: 17 percent / t-BuLi / tetrahydrofuran / -100 °C

With carbon tetrabromide; tert.-butyl lithium; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane;

DOI:10.1016/0040-4039(95)02188-4

upstream raw materials:

(E)-(2R,4R,6S)-6-(tert-Butyl-dimethyl-silanyloxy)-8-ethyl-2,4-dimethyl-deca-7,9-dienal

O-(4-methoxybenzyl)-trichloroacetimidate

benzoyl chloride

tert-butyldimethylsilyl chloride