dibenzyl (3R,4R,5E)-(4-O-benzyloxymethyl-3,4-dihydroxynonadec-5-en-1-yl)phosphonate

Base Information

Chemical Name:dibenzyl (3R,4R,5E)-(4-O-benzyloxymethyl-3,4-dihydroxynonadec-5-en-1-yl)phosphonate
CAS No.:851915-73-6
Molecular Formula:C₄₁H₅₉O₆P
Molecular Weight:678.89
Hs Code.:

Synonyms:dibenzyl (3R,4R,5E)-(4-O-benzyloxymethyl-3,4-dihydroxynonadec-5-en-1-yl)phosphonate

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Chemical Property of dibenzyl (3R,4R,5E)-(4-O-benzyloxymethyl-3,4-dihydroxynonadec-5-en-1-yl)phosphonate

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Technology Process of dibenzyl (3R,4R,5E)-(4-O-benzyloxymethyl-3,4-dihydroxynonadec-5-en-1-yl)phosphonate

There total 5 articles about dibenzyl (3R,4R,5E)-(4-O-benzyloxymethyl-3,4-dihydroxynonadec-5-en-1-yl)phosphonate 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: 90.0%

: 851915-72-5
(2R,3R,4E)-1,2-anhydro-3-O-(benzyloxymethyl)octadec-4-ene-1,2,3-triol

: 19236-58-9
dibenzyl methylphosphonate

: 851915-73-6
dibenzyl (3R,4R,5E)-(4-O-benzyloxymethyl-3,4-dihydroxynonadec-5-en-1-yl)phosphonate

Guidance literature:: dibenzyl methylphosphonate; With n-butyllithium; boron trifluoride diethyl etherate; In tetrahydrofuran; hexane; at -80 ℃; for 2.5h;

(2R,3R,4E)-1,2-anhydro-3-O-(benzyloxymethyl)octadec-4-ene-1,2,3-triol; In tetrahydrofuran; hexane; for 2h;
DOI:10.1002/ejoc.200400671

Reference yield:

: 851915-71-4
(2R,3R,4E)-1,2-anhydrooctadec-4-ene-1,2,3-triol

: 851915-73-6
dibenzyl (3R,4R,5E)-(4-O-benzyloxymethyl-3,4-dihydroxynonadec-5-en-1-yl)phosphonate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 95 percent / N,N-diisopropylethylamine / CH₂Cl₂ / 48 h / 20 °C

2.1: butyllithium; BF₃*OEt₂ / tetrahydrofuran; hexane / 2.5 h / -80 °C

2.2: 90 percent / tetrahydrofuran; hexane / 2 h

With n-butyllithium; boron trifluoride diethyl etherate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1002/ejoc.200400671

Reference yield:

: 851915-70-3
(2R,3R,4E)-1-O-(p-tolylsulfonyl)octadec-4-ene-1,2,3-triol

: 851915-73-6
dibenzyl (3R,4R,5E)-(4-O-benzyloxymethyl-3,4-dihydroxynonadec-5-en-1-yl)phosphonate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 73 percent / NaH / tetrahydrofuran; dimethylsulfoxide / 2 h / 20 °C

2.1: 95 percent / N,N-diisopropylethylamine / CH₂Cl₂ / 48 h / 20 °C

3.1: butyllithium; BF₃*OEt₂ / tetrahydrofuran; hexane / 2.5 h / -80 °C

3.2: 90 percent / tetrahydrofuran; hexane / 2 h

With n-butyllithium; boron trifluoride diethyl etherate; sodium hydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; hexane; dichloromethane; dimethyl sulfoxide;
DOI:10.1002/ejoc.200400671