dibenzyl (3R)-3-hydroxy-4-(p-toluenesulfonyloxy)butanephosphonate

Base Information

Chemical Name:dibenzyl (3R)-3-hydroxy-4-(p-toluenesulfonyloxy)butanephosphonate
CAS No.:887232-68-0
Molecular Formula:C₂₅H₂₉O₇PS
Molecular Weight:504.541
Hs Code.:

Synonyms:dibenzyl (3R)-3-hydroxy-4-(p-toluenesulfonyloxy)butanephosphonate

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Chemical Property of dibenzyl (3R)-3-hydroxy-4-(p-toluenesulfonyloxy)butanephosphonate

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Technology Process of dibenzyl (3R)-3-hydroxy-4-(p-toluenesulfonyloxy)butanephosphonate

There total 1 articles about dibenzyl (3R)-3-hydroxy-4-(p-toluenesulfonyloxy)butanephosphonate 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: 52.0%

: 19236-58-9
dibenzyl methylphosphonate

: 113826-06-5,6746-81-2
(R)-glycidyl tosylate

: 887232-68-0
dibenzyl (3R)-3-hydroxy-4-(p-toluenesulfonyloxy)butanephosphonate

Guidance literature:: dibenzyl methylphosphonate; With n-butyllithium; In tetrahydrofuran; hexane; at -70 ℃; for 0.25h;

(R)-glycidyl tosylate; With boron trifluoride diethyl etherate; In tetrahydrofuran; hexane; at -78 ℃; for 7h;
DOI:10.1021/jm051177c

Reference yield: 81.0%

: 887232-68-0
dibenzyl (3R)-3-hydroxy-4-(p-toluenesulfonyloxy)butanephosphonate

: 887232-69-1
dibenzyl (3R)-3,4-epoxybutanephosphonate

Guidance literature:: With potassium tert-butylate; In tetrahydrofuran; at 0 ℃; for 3h;
DOI:10.1021/jm051177c

Reference yield:

: 887232-68-0
dibenzyl (3R)-3-hydroxy-4-(p-toluenesulfonyloxy)butanephosphonate

: 887232-70-4
dibenzyl (1R,2S)-2-(hydroxymethyl)cyclopropylphosphonate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 81 percent / t-BuOK / tetrahydrofuran / 3 h / 0 °C

2.1: n-BuLi / hexane; tetrahydrofuran / 0.25 h / -78 °C

2.2: 39 percent / BF₃*OEt₂ / hexane; tetrahydrofuran / 0.25 h / -78 °C

With n-butyllithium; potassium tert-butylate; In tetrahydrofuran; hexane;
DOI:10.1021/jm051177c