(R,R)-tert-butyl 3-(4-bromo-benzyloxy)-4-(4-triisopropylsilanyloxy-phenyl)-piperidine-1-carboxylate

Base Information

Chemical Name:(R,R)-tert-butyl 3-(4-bromo-benzyloxy)-4-(4-triisopropylsilanyloxy-phenyl)-piperidine-1-carboxylate
CAS No.:357608-38-9
Molecular Formula:C₃₂H₄₈BrNO₄Si
Molecular Weight:618.727
Hs Code.:

Synonyms:(R,R)-tert-butyl 3-(4-bromo-benzyloxy)-4-(4-triisopropylsilanyloxy-phenyl)-piperidine-1-carboxylate

Suppliers and Price of (R,R)-tert-butyl 3-(4-bromo-benzyloxy)-4-(4-triisopropylsilanyloxy-phenyl)-piperidine-1-carboxylate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (R,R)-tert-butyl 3-(4-bromo-benzyloxy)-4-(4-triisopropylsilanyloxy-phenyl)-piperidine-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (R,R)-tert-butyl 3-(4-bromo-benzyloxy)-4-(4-triisopropylsilanyloxy-phenyl)-piperidine-1-carboxylate

There total 10 articles about (R,R)-tert-butyl 3-(4-bromo-benzyloxy)-4-(4-triisopropylsilanyloxy-phenyl)-piperidine-1-carboxylate 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%

: 589-15-1
1-bromomethyl-4-bromobenzene

: 357608-37-8
(3R,4R)-3-Hydroxy-4-(4-triisopropylsilanyloxy-phenyl)-piperidine-1-carboxylic acid tert-butyl ester

: 357608-38-9
(R,R)-tert-butyl 3-(4-bromo-benzyloxy)-4-(4-triisopropylsilanyloxy-phenyl)-piperidine-1-carboxylate

Guidance literature:: (3R,4R)-3-Hydroxy-4-(4-triisopropylsilanyloxy-phenyl)-piperidine-1-carboxylic acid tert-butyl ester; With sodium hydride; In tetrahydrofuran; at 20 ℃; for 1h;

1-bromomethyl-4-bromobenzene; In tetrahydrofuran; at 20 - 50 ℃; Further stages.;
DOI:10.1021/ol016092u

Reference yield:

: 67963-68-2
t-butyldimethylsilyl-4-bromophenol

: 357608-38-9
(R,R)-tert-butyl 3-(4-bromo-benzyloxy)-4-(4-triisopropylsilanyloxy-phenyl)-piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1.1: n-BuLi / various solvent(s); tetrahydrofuran / 0.5 h / -78 °C

1.2: 92 percent / tetrahydrofuran; various solvent(s) / -78 - 20 °C

2.1: 52 percent / Na₂CO₃; LiCl / Pd(PPh₃)4 / 1,2-dimethoxy-ethane; H₂O / 2 h / Heating

3.1: 92 percent / AD-mix-α; CH3SO2NH2 / 2-methyl-propan-2-ol; H2O / 0 - 20 °C

4.1: TBAF / tetrahydrofuran / 0 - 20 °C

5.1: 1.10 g / Raney Ni / ethanol / 4 h / Heating

6.1: 90 percent / imidazole / CH₂Cl₂ / 0 - 20 °C

7.1: NaH / tetrahydrofuran / 1 h / 20 °C

7.2: 67 percent / tetrahydrofuran / 20 - 50 °C

With 1H-imidazole; AD-mix-α; n-butyllithium; methanesulfonamide; tetrabutyl ammonium fluoride; sodium hydride; sodium carbonate; lithium chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; nickel; In tetrahydrofuran; 1,2-dimethoxyethane; ethanol; dichloromethane; water; tert-butyl alcohol; 3.1: Sharpless dihydroxylation;
DOI:10.1021/ol016092u

Reference yield:

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

: 357608-38-9
(R,R)-tert-butyl 3-(4-bromo-benzyloxy)-4-(4-triisopropylsilanyloxy-phenyl)-piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1.1: LDA / tetrahydrofuran; petroleum ether / 0.33 h / -78 °C

1.2: 91 percent / tetrahydrofuran; petroleum ether / 3.5 h / 0 °C

2.1: 52 percent / Na₂CO₃; LiCl / Pd(PPh₃)4 / 1,2-dimethoxy-ethane; H₂O / 2 h / Heating

3.1: 92 percent / AD-mix-α; CH3SO2NH2 / 2-methyl-propan-2-ol; H2O / 0 - 20 °C

4.1: TBAF / tetrahydrofuran / 0 - 20 °C

5.1: 1.10 g / Raney Ni / ethanol / 4 h / Heating

6.1: 90 percent / imidazole / CH₂Cl₂ / 0 - 20 °C

7.1: NaH / tetrahydrofuran / 1 h / 20 °C

7.2: 67 percent / tetrahydrofuran / 20 - 50 °C

With 1H-imidazole; AD-mix-α; methanesulfonamide; tetrabutyl ammonium fluoride; sodium hydride; sodium carbonate; lithium chloride; lithium diisopropyl amide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; nickel; In tetrahydrofuran; 1,2-dimethoxyethane; ethanol; dichloromethane; water; Petroleum ether; tert-butyl alcohol; 3.1: Sharpless dihydroxylation;
DOI:10.1021/ol016092u