(1R,6R,8S)-8-(2-((4-methoxybenzyl)oxy)ethyl)-2,9,10-trioxa-1-phosphabicyclo-[4.3.1]dec-4-ene 1-oxide

Base Information

Chemical Name:(1R,6R,8S)-8-(2-((4-methoxybenzyl)oxy)ethyl)-2,9,10-trioxa-1-phosphabicyclo-[4.3.1]dec-4-ene 1-oxide
CAS No.:1298015-29-8
Molecular Formula:C₁₆H₂₁O₆P
Molecular Weight:340.313
Hs Code.:

Synonyms:(1R,6R,8S)-8-(2-((4-methoxybenzyl)oxy)ethyl)-2,9,10-trioxa-1-phosphabicyclo-[4.3.1]dec-4-ene 1-oxide

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Chemical Property of (1R,6R,8S)-8-(2-((4-methoxybenzyl)oxy)ethyl)-2,9,10-trioxa-1-phosphabicyclo-[4.3.1]dec-4-ene 1-oxide

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Technology Process of (1R,6R,8S)-8-(2-((4-methoxybenzyl)oxy)ethyl)-2,9,10-trioxa-1-phosphabicyclo-[4.3.1]dec-4-ene 1-oxide

There total 2 articles about (1R,6R,8S)-8-(2-((4-methoxybenzyl)oxy)ethyl)-2,9,10-trioxa-1-phosphabicyclo-[4.3.1]dec-4-ene 1-oxide 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: 92.0%

: 1298015-28-7
(1R,6R,8S)-8-(2-hydroxyethyl)-2,9,10-trioxa-1-phosphabicyclo-[4.3.1]dec-4-ene 1-oxide

: 545-06-2
trichloroacetonitrile

: 105-13-5
4-Methoxybenzyl alcohol

: 1298015-29-8
(1R,6R,8S)-8-(2-((4-methoxybenzyl)oxy)ethyl)-2,9,10-trioxa-1-phosphabicyclo-[4.3.1]dec-4-ene 1-oxide

Guidance literature:: 4-Methoxybenzyl alcohol; With sodium hydride; In diethyl ether; at 20 ℃; for 0.666667h; Inert atmosphere;

trichloroacetonitrile; In diethyl ether; at 0 - 20 ℃; Inert atmosphere;

(1R,6R,8S)-8-(2-hydroxyethyl)-2,9,10-trioxa-1-phosphabicyclo-[4.3.1]dec-4-ene 1-oxide; With pyridinium p-toluenesulfonate; In dichloromethane; at 20 ℃; for 16h; Inert atmosphere;
DOI:10.1021/jo200337v

Reference yield:

: 887143-81-9
(1S,6R,8R)-8-Vinyl-2,9,10-trioxa-1-phospha-bicyclo[4.3.1]dec-4-ene 1-oxide

: 1298015-29-8
(1R,6R,8S)-8-(2-((4-methoxybenzyl)oxy)ethyl)-2,9,10-trioxa-1-phosphabicyclo-[4.3.1]dec-4-ene 1-oxide

Guidance literature:: Multi-step reaction with 2 steps

1.1: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

1.2: 0 - 20 °C / Inert atmosphere

2.1: sodium hydride / diethyl ether / 0.67 h / 20 °C / Inert atmosphere

2.2: 0 - 20 °C / Inert atmosphere

2.3: 16 h / 20 °C / Inert atmosphere

With sodium hydride; 9-bora-bicyclo[3.3.1]nonane; In tetrahydrofuran; diethyl ether;
DOI:10.1021/jo200337v

Reference yield: 85.0%

: 1298015-29-8
(1R,6R,8S)-8-(2-((4-methoxybenzyl)oxy)ethyl)-2,9,10-trioxa-1-phosphabicyclo-[4.3.1]dec-4-ene 1-oxide

: 544-97-8
dimethyl zinc(II)

: 18107-18-1
diazomethyl-trimethyl-silane

: 1298015-30-1
(4R,6S)-4-((S)-but-3-en-2-yl)-2-methoxy-6-(2-((4-methoxybenzyl)oxy)ethyl)-1,3,2-dioxaphosphinane 2-oxide

Guidance literature:: dimethyl zinc(II); With copper(l) cyanide; lithium chloride; In tetrahydrofuran; toluene; at -30 ℃; for 0.5h; Inert atmosphere;

(1R,6R,8S)-8-(2-((4-methoxybenzyl)oxy)ethyl)-2,9,10-trioxa-1-phosphabicyclo-[4.3.1]dec-4-ene 1-oxide; In tetrahydrofuran; toluene; at -30 - 20 ℃; Inert atmosphere;

diazomethyl-trimethyl-silane; With methanol; In diethyl ether; diastereoselective reaction;
DOI:10.1021/jo200337v