methyl (trans-4-{4-[(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)amino]phenyl}cyclohexyl)acetate

Base Information

• Chemical Name: methyl (trans-4-{4-[(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)amino]phenyl}cyclohexyl)acetate
• CAS No.: 1109277-50-0
• Molecular Formula: C₂₃H₃₉NO₃Si
• Molecular Weight: 405.653
• Mol file: 1109277-50-0.mol

Synonyms:methyl (trans-4-{4-[(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)amino]phenyl}cyclohexyl)acetate

Chemical Property of methyl (trans-4-{4-[(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)amino]phenyl}cyclohexyl)acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (trans-4-{4-[(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)amino]phenyl}cyclohexyl)acetate

There total 4 articles about methyl (trans-4-{4-[(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)amino]phenyl}cyclohexyl)acetate 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: 70.0%

(trans)-methyl 2-(4-(4-(((trifluoromethyl)sulfonyl)oxy)phenyl)cyclohexyl)acetate (701232-68-0) + 2‐((tert‐butyldimethylsilyl)oxy)ethan‐1‐amine (101711-55-1) → methyl (trans-4-{4-[(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)amino]phenyl}cyclohexyl)acetate (1109277-50-0)

Guidance literature:

With palladium diacetate; caesium carbonate; XPhos; In toluene; at 120 ℃;

DOI:10.1021/ml200051p

Reference yield:

[4-(4-hydroxyphenyl)cyclohexylidene]acetic acid methyl ester (701232-66-8) → methyl (trans-4-{4-[(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)amino]phenyl}cyclohexyl)acetate (1109277-50-0)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrogen / palladium on activated charcoal / ethyl acetate / 20 °C

2: triethylamine / chloroform / 1 h / 0 °C / Inert atmosphere

3: caesium carbonate / palladium diacetate; XPhos / toluene / 116 °C / Inert atmosphere; Sealed tube

With hydrogen; caesium carbonate; triethylamine; palladium on activated charcoal; palladium diacetate; XPhos; In chloroform; ethyl acetate; toluene;

Reference yield:

4-(4-hydroxyphenyl)cyclohexan-1-one (105640-07-1) → methyl (trans-4-{4-[(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)amino]phenyl}cyclohexyl)acetate (1109277-50-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 2 h / 0 - 20 °C / Inert atmosphere

1.2: 2 h / 0 - 20 °C / Inert atmosphere

2.1: hydrogen / palladium on activated charcoal / ethyl acetate / 20 °C

3.1: triethylamine / chloroform / 1 h / 0 °C / Inert atmosphere

4.1: caesium carbonate / palladium diacetate; XPhos / toluene / 116 °C / Inert atmosphere; Sealed tube

With hydrogen; sodium hydride; caesium carbonate; triethylamine; palladium on activated charcoal; palladium diacetate; XPhos; In tetrahydrofuran; chloroform; ethyl acetate; toluene; mineral oil;

upstream raw materials:

(trans)-methyl 2-(4-(4-(((trifluoromethyl)sulfonyl)oxy)phenyl)cyclohexyl)acetate

2‐((tert‐butyldimethylsilyl)oxy)ethan‐1‐amine

4-(4-hydroxyphenyl)cyclohexan-1-one

[4-(4-hydroxyphenyl)cyclohexylidene]acetic acid methyl ester

Downstream raw materials:

methyl [trans-4-(4-{(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)[(4,6-dichloropyrimidin-5-yl)carbonyl]amino}phenyl)cyclohexyl]acetate

methyl (trans-4-{4-[(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl){[4,6-dichloro-2-(methylsulfanyl)-pyrimidin-5-yl]carbonyl}amino]phenyl}cyclohexyl)acetate

methyl (trans-4-{4-[{[4,6-dichloro-2-(methylsulfanyl)pyrimidin-5-yl]carbonyl}(2-hydroxyethyl)amino]phenyl}cyclohexyl)acetate

methyl (trans-4-{4-[4-chloro-2-(methylsulfanyl)-5-oxo-7,8-dihydropyrimido[5,4-f][1,4]oxazepin-6(5H)-yl]phenyl}cyclohexyl)acetate