(2R,9S)-9,11-bis(benzyloxy)-2-[(tert-butyldiphenylsilyl)oxy]undecan-5-one

Base Information

Chemical Name:(2R,9S)-9,11-bis(benzyloxy)-2-[(tert-butyldiphenylsilyl)oxy]undecan-5-one
CAS No.:1307273-48-8
Molecular Formula:C₄₁H₅₂O₄Si
Molecular Weight:636.947
Hs Code.:

Synonyms:(2R,9S)-9,11-bis(benzyloxy)-2-[(tert-butyldiphenylsilyl)oxy]undecan-5-one

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Chemical Property of (2R,9S)-9,11-bis(benzyloxy)-2-[(tert-butyldiphenylsilyl)oxy]undecan-5-one

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Technology Process of (2R,9S)-9,11-bis(benzyloxy)-2-[(tert-butyldiphenylsilyl)oxy]undecan-5-one

There total 5 articles about (2R,9S)-9,11-bis(benzyloxy)-2-[(tert-butyldiphenylsilyl)oxy]undecan-5-one 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: 100.0%

: 1307273-46-6
(2R,9S)-9,11-bis(benzyloxy)-2-[(tert-butyldiphenylsilyl)oxy]undec-6-yn-5-one

: 1307273-48-8
(2R,9S)-9,11-bis(benzyloxy)-2-[(tert-butyldiphenylsilyl)oxy]undecan-5-one

Guidance literature:: With palladium 10% on activated carbon; hydrogen; In ethyl acetate; at 20 ℃; for 1h; chemoselective reaction;
DOI:10.1055/s-0030-1258456

Reference yield:

: 1307273-44-4
(2R,9S)-9,11-bis(benzyloxy)-2-[(tert-butyldiphenylsilyl)oxy]undec-6-yn-5-ol

: 1307273-48-8
(2R,9S)-9,11-bis(benzyloxy)-2-[(tert-butyldiphenylsilyl)oxy]undecan-5-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: 2,2,6,6-tetramethyl-piperidine-N-oxyl / dichloromethane / 0.17 h / 20 °C

1.2: 0.75 h

2.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 1 h / 20 °C

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; palladium 10% on activated carbon; hydrogen; In dichloromethane; ethyl acetate;
DOI:10.1055/s-0030-1258456

Reference yield:

: (S)-1-Benzyloxy-6-trimethylsilanyl-hex-5-yn-3-ol

: 1307273-48-8
(2R,9S)-9,11-bis(benzyloxy)-2-[(tert-butyldiphenylsilyl)oxy]undecan-5-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.75 h / 0 °C

1.2: 4 h / 25 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.75 h / -78 °C

2.2: 1 h / -78 °C

3.1: 2,2,6,6-tetramethyl-piperidine-N-oxyl / dichloromethane / 0.17 h / 20 °C

3.2: 0.75 h

4.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 1 h / 20 °C

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; n-butyllithium; palladium 10% on activated carbon; hydrogen; sodium hydride; In tetrahydrofuran; hexane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; mineral oil;
DOI:10.1055/s-0030-1258456