dibenzyl (4R)-(4,5-dihydroxy-4,5-O-isopropylidene-3-oxopentyl)phosphonate

Base Information

Chemical Name:dibenzyl (4R)-(4,5-dihydroxy-4,5-O-isopropylidene-3-oxopentyl)phosphonate
CAS No.:255384-97-5
Molecular Formula:C₂₂H₂₇O₆P
Molecular Weight:418.427
Hs Code.:

Synonyms:dibenzyl (4R)-(4,5-dihydroxy-4,5-O-isopropylidene-3-oxopentyl)phosphonate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of dibenzyl (4R)-(4,5-dihydroxy-4,5-O-isopropylidene-3-oxopentyl)phosphonate

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Technology Process of dibenzyl (4R)-(4,5-dihydroxy-4,5-O-isopropylidene-3-oxopentyl)phosphonate

There total 3 articles about dibenzyl (4R)-(4,5-dihydroxy-4,5-O-isopropylidene-3-oxopentyl)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: 82.4%

: dibenzyl (3S,4R)-(3,4,5-trihydroxy-4,5-O-isopropylidenepentyl)phosphonate

: 255384-97-5
dibenzyl (4R)-(4,5-dihydroxy-4,5-O-isopropylidene-3-oxopentyl)phosphonate

Guidance literature:: With dicyclohexyl-carbodiimide; trifluoroacetic acid; In pyridine; dimethyl sulfoxide; at 20 ℃;
DOI:10.1002/(sici)1099-0690(199911)1999:11<2853::aid-ejoc2853>3.0.co;2-0

Reference yield:

: 19236-58-9
dibenzyl methylphosphonate

: 255384-97-5
dibenzyl (4R)-(4,5-dihydroxy-4,5-O-isopropylidene-3-oxopentyl)phosphonate

Guidance literature:: Multi-step reaction with 2 steps

1.1: nBuLi / hexane; tetrahydrofuran / -80 °C

1.2: 63 percent / BF₃*Et₂O / hexane; tetrahydrofuran / 2 h / -70 °C

2.1: 82.4 percent / dicyclohexylcarbodiimide; CF₃COOH / pyridine; dimethylsulfoxide / 20 °C

With n-butyllithium; dicyclohexyl-carbodiimide; trifluoroacetic acid; In tetrahydrofuran; pyridine; hexane; dimethyl sulfoxide; 1.1: Metallation / 1.2: Addition / 2.1: Oxidation;
DOI:10.1002/(sici)1099-0690(199911)1999:11<2853::aid-ejoc2853>3.0.co;2-0

Reference yield:

: 74134-78-4,212375-57-0
(2R,3S)-3,4-epoxy-1,2-O-isopropylidenebutane-1,2-diol

: 255384-97-5
dibenzyl (4R)-(4,5-dihydroxy-4,5-O-isopropylidene-3-oxopentyl)phosphonate

Guidance literature:: Multi-step reaction with 2 steps

1.1: nBuLi / hexane; tetrahydrofuran / -80 °C

1.2: 63 percent / BF₃*Et₂O / hexane; tetrahydrofuran / 2 h / -70 °C

2.1: 82.4 percent / dicyclohexylcarbodiimide; CF₃COOH / pyridine; dimethylsulfoxide / 20 °C

With n-butyllithium; dicyclohexyl-carbodiimide; trifluoroacetic acid; In tetrahydrofuran; pyridine; hexane; dimethyl sulfoxide; 1.1: Metallation / 1.2: Addition / 2.1: Oxidation;
DOI:10.1002/(sici)1099-0690(199911)1999:11<2853::aid-ejoc2853>3.0.co;2-0