(1S,4S,5S)-4,5-dicyclohexyl-2-[1-azido-2-[(p-methoxybenzyl)oxy]ethyl]-1,3,2-dioxaborolane

Base Information

Chemical Name:(1S,4S,5S)-4,5-dicyclohexyl-2-[1-azido-2-[(p-methoxybenzyl)oxy]ethyl]-1,3,2-dioxaborolane
CAS No.:304915-21-7
Molecular Formula:C₂₄H₃₆BN₃O₄
Molecular Weight:441.379
Hs Code.:

Synonyms:(1S,4S,5S)-4,5-dicyclohexyl-2-[1-azido-2-[(p-methoxybenzyl)oxy]ethyl]-1,3,2-dioxaborolane

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Chemical Property of (1S,4S,5S)-4,5-dicyclohexyl-2-[1-azido-2-[(p-methoxybenzyl)oxy]ethyl]-1,3,2-dioxaborolane

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Technology Process of (1S,4S,5S)-4,5-dicyclohexyl-2-[1-azido-2-[(p-methoxybenzyl)oxy]ethyl]-1,3,2-dioxaborolane

There total 4 articles about (1S,4S,5S)-4,5-dicyclohexyl-2-[1-azido-2-[(p-methoxybenzyl)oxy]ethyl]-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: 98.0%

: 304915-20-6
(1R,4S,5S)-4,5-dicyclohexyl-2-[1-chloro-2-[(p-methoxybenzyl)oxy]ethyl]-1,3,2-dioxaborolane

: 304915-21-7
(1S,4S,5S)-4,5-dicyclohexyl-2-[1-azido-2-[(p-methoxybenzyl)oxy]ethyl]-1,3,2-dioxaborolane

Guidance literature:: With sodium azide; tetrabutylammomium bromide; In nitromethane; water; at 20 - 25 ℃; for 8h;
DOI:10.1021/jo005522b

Reference yield:

: 304915-19-3
(4S,5S)-4,5-dicyclohexyl-2-[(p-methoxybenzyl)oxy]methyl-1,3,2-dioxaborolane

: 304915-21-7
(1S,4S,5S)-4,5-dicyclohexyl-2-[1-azido-2-[(p-methoxybenzyl)oxy]ethyl]-1,3,2-dioxaborolane

Guidance literature:: Multi-step reaction with 2 steps

1.1: tetrahydrofuran / -100 °C

1.2: 95 percent / zinc chloride / tetrahydrofuran / -100 - 25 °C

2.1: 98 percent / sodium azide; tetrabutylammonium bromide / H₂O; nitromethane / 8 h / 20 - 25 °C

With sodium azide; tetrabutylammomium bromide; In tetrahydrofuran; nitromethane; water; 1.1: Addition / 1.2: Rearrangement / 2.1: Substitution;
DOI:10.1021/jo005522b

Reference yield:

: 172791-93-4
2-((p-methoxybenzyl)oxy)methyl-4,4,5,5-tetramethyl-1,3,2-dioxzborolane

: 304915-21-7
(1S,4S,5S)-4,5-dicyclohexyl-2-[1-azido-2-[(p-methoxybenzyl)oxy]ethyl]-1,3,2-dioxaborolane

Guidance literature:: Multi-step reaction with 3 steps

1.1: 99 percent / diethyl ether / 15 h / 20 - 25 °C

2.1: tetrahydrofuran / -100 °C

2.2: 95 percent / zinc chloride / tetrahydrofuran / -100 - 25 °C

3.1: 98 percent / sodium azide; tetrabutylammonium bromide / H₂O; nitromethane / 8 h / 20 - 25 °C

With sodium azide; tetrabutylammomium bromide; In tetrahydrofuran; diethyl ether; nitromethane; water; 1.1: Ring cleavage / 2.1: Addition / 2.2: Rearrangement / 3.1: Substitution;
DOI:10.1021/jo005522b