(S)-2-(7-azido-1-(4-methoxyphenyl)heptan-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Base Information

Chemical Name:(S)-2-(7-azido-1-(4-methoxyphenyl)heptan-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
CAS No.:1338073-44-1
Molecular Formula:C₂₀H₃₂BN₃O₃
Molecular Weight:373.303
Hs Code.:

Synonyms:(S)-2-(7-azido-1-(4-methoxyphenyl)heptan-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

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Chemical Property of (S)-2-(7-azido-1-(4-methoxyphenyl)heptan-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

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Technology Process of (S)-2-(7-azido-1-(4-methoxyphenyl)heptan-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

There total 2 articles about (S)-2-(7-azido-1-(4-methoxyphenyl)heptan-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 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: 57.0%

: 144266-70-6
2-(4'-azidobutyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

: 959032-99-6
3-(4-methoxyphenyl)propyl N,N-diisopropylcarbamate

: 1338073-44-1
(S)-2-(7-azido-1-(4-methoxyphenyl)heptan-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Guidance literature:: 3-(4-methoxyphenyl)propyl N,N-diisopropylcarbamate; With sec.-butyllithium; (-)-sparteine; In diethyl ether; hexane; cyclohexane; at -78 ℃; for 5h;

2-(4'-azidobutyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; In diethyl ether; hexane; cyclohexane; at -78 - 20 ℃;

With magnesium bromide ethyl etherate; In diethyl ether; hexane; cyclohexane; for 16h; Reflux;
DOI:10.1021/ja2077813

Reference yield:

: 5406-18-8
3-(p-methoxyphenyl)-1-propanol

: 1338073-44-1
(S)-2-(7-azido-1-(4-methoxyphenyl)heptan-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Guidance literature:: Multi-step reaction with 2 steps

1.1: triethylamine / dichloromethane / 16 h / Reflux

2.1: sec.-butyllithium; (-)-sparteine / diethyl ether; hexane; cyclohexane / 5 h / -78 °C

2.2: -78 - 20 °C

2.3: 16 h / Reflux

With sec.-butyllithium; triethylamine; (-)-sparteine; In diethyl ether; hexane; dichloromethane; cyclohexane;
DOI:10.1021/ja2077813

Reference yield: 84.0%

: 1338073-44-1
(S)-2-(7-azido-1-(4-methoxyphenyl)heptan-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

: 1338073-69-0
(R)-1-(7-azido-3-chloroheptyl)-4-methoxybenzene

Guidance literature:: (S)-2-(7-azido-1-(4-methoxyphenyl)heptan-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; With 1-(tri-n-butylstannyl)-3,5-bis(trifluoromethyl)benzene; n-butyllithium; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 1h;

With trichloroisocyanuric acid; In tetrahydrofuran; hexane; acetonitrile; at -40 ℃; for 0.1h; optical yield given as %ee; stereoselective reaction;
DOI:10.1021/ja2077813