(2R,3S)-3-(tert-butyldiphenylsilyloxy)-2-(3-(tert-butyldimethylsilyloxy)prop-1-ynyl)piperidin-1-ol

Base Information

Chemical Name:(2R,3S)-3-(tert-butyldiphenylsilyloxy)-2-(3-(tert-butyldimethylsilyloxy)prop-1-ynyl)piperidin-1-ol
CAS No.:1395819-35-8
Molecular Formula:C₃₀H₄₅NO₃Si₂
Molecular Weight:523.863
Hs Code.:

Synonyms:(2R,3S)-3-(tert-butyldiphenylsilyloxy)-2-(3-(tert-butyldimethylsilyloxy)prop-1-ynyl)piperidin-1-ol

Suppliers and Price of (2R,3S)-3-(tert-butyldiphenylsilyloxy)-2-(3-(tert-butyldimethylsilyloxy)prop-1-ynyl)piperidin-1-ol

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 (2R,3S)-3-(tert-butyldiphenylsilyloxy)-2-(3-(tert-butyldimethylsilyloxy)prop-1-ynyl)piperidin-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (2R,3S)-3-(tert-butyldiphenylsilyloxy)-2-(3-(tert-butyldimethylsilyloxy)prop-1-ynyl)piperidin-1-ol

There total 5 articles about (2R,3S)-3-(tert-butyldiphenylsilyloxy)-2-(3-(tert-butyldimethylsilyloxy)prop-1-ynyl)piperidin-1-ol 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: 90.0%

: 1395819-03-0
(3S)-3-tert-butyldiphenylsilyloxy-3,4,5,6-tetrahydropyridine N-oxide

: 76782-82-6
tert-Butyldimethyl(prop-2-ynyloxy)silane

: 1395819-35-8
(2R,3S)-3-(tert-butyldiphenylsilyloxy)-2-(3-(tert-butyldimethylsilyloxy)prop-1-ynyl)piperidin-1-ol

Guidance literature:: tert-Butyldimethyl(prop-2-ynyloxy)silane; With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 0 ℃; for 0.75h; Inert atmosphere;

(3S)-3-tert-butyldiphenylsilyloxy-3,4,5,6-tetrahydropyridine N-oxide; In tetrahydrofuran; hexane; at -78 - 0 ℃; for 1h; Inert atmosphere;
DOI:10.1021/jo3011914

Reference yield:

: 1067244-41-0
(2S)-2-(tert-butyldiphenylsilyloxy)pentane-1,5-diol

: 1395819-35-8
(2R,3S)-3-(tert-butyldiphenylsilyloxy)-2-(3-(tert-butyldimethylsilyloxy)prop-1-ynyl)piperidin-1-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: p-toluenesulfonyl chloride / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

1.2: 0 - 20 °C / Inert atmosphere

2.1: triethylamine; hydroxylamine hydrochloride / 4 h / Reflux; Inert atmosphere

3.1: manganese(IV) oxide / dichloromethane / 2 h / 0 °C / Inert atmosphere

4.1: n-butyllithium / hexane; tetrahydrofuran / 0.75 h / -78 - 0 °C / Inert atmosphere

4.2: 1 h / -78 - 0 °C / Inert atmosphere

With manganese(IV) oxide; n-butyllithium; hydroxylamine hydrochloride; triethylamine; p-toluenesulfonyl chloride; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/jo3011914

Reference yield:

: 1067244-40-9
(S)-2-(tert-butyldiphenylsilyloxy)pentadioic acid dimethyl ester

: 1395819-35-8
(2R,3S)-3-(tert-butyldiphenylsilyloxy)-2-(3-(tert-butyldimethylsilyloxy)prop-1-ynyl)piperidin-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium tetrahydroborate; zinc(II) chloride; triethylamine / tetrahydrofuran / 4 h / 0 - 80 °C / Inert atmosphere

2.1: p-toluenesulfonyl chloride / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

2.2: 0 - 20 °C / Inert atmosphere

3.1: triethylamine; hydroxylamine hydrochloride / 4 h / Reflux; Inert atmosphere

4.1: manganese(IV) oxide / dichloromethane / 2 h / 0 °C / Inert atmosphere

5.1: n-butyllithium / hexane; tetrahydrofuran / 0.75 h / -78 - 0 °C / Inert atmosphere

5.2: 1 h / -78 - 0 °C / Inert atmosphere

With manganese(IV) oxide; sodium tetrahydroborate; n-butyllithium; hydroxylamine hydrochloride; triethylamine; p-toluenesulfonyl chloride; zinc(II) chloride; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/jo3011914