Phosphoric acid dibenzyl ester (4R,5S)-5-(tert-butyl-dimethyl-silanyloxymethyl)-2,2,5-trimethyl-[1,3]dioxolan-4-ylmethyl ester

Base Information

Chemical Name:Phosphoric acid dibenzyl ester (4R,5S)-5-(tert-butyl-dimethyl-silanyloxymethyl)-2,2,5-trimethyl-[1,3]dioxolan-4-ylmethyl ester
CAS No.:931430-97-6
Molecular Formula:C₂₈H₄₃O₇PSi
Molecular Weight:550.704
Hs Code.:

Synonyms:Phosphoric acid dibenzyl ester (4R,5S)-5-(tert-butyl-dimethyl-silanyloxymethyl)-2,2,5-trimethyl-[1,3]dioxolan-4-ylmethyl ester

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Chemical Property of Phosphoric acid dibenzyl ester (4R,5S)-5-(tert-butyl-dimethyl-silanyloxymethyl)-2,2,5-trimethyl-[1,3]dioxolan-4-ylmethyl ester

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Technology Process of Phosphoric acid dibenzyl ester (4R,5S)-5-(tert-butyl-dimethyl-silanyloxymethyl)-2,2,5-trimethyl-[1,3]dioxolan-4-ylmethyl ester

There total 5 articles about Phosphoric acid dibenzyl ester (4R,5S)-5-(tert-butyl-dimethyl-silanyloxymethyl)-2,2,5-trimethyl-[1,3]dioxolan-4-ylmethyl ester 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%

: 931430-87-4
1-O-(tert-butyldimethylsilyl)-2,3-O-isopropylidene-2-C-methyl-D-erythritol

: 15205-57-9
tribenzyl phosphite

: 931430-97-6
Phosphoric acid dibenzyl ester (4R,5S)-5-(tert-butyl-dimethyl-silanyloxymethyl)-2,2,5-trimethyl-[1,3]dioxolan-4-ylmethyl ester

Guidance literature:: tribenzyl phosphite; With iodine; In dichloromethane; at -10 - 25 ℃; for 1h;

1-O-(tert-butyldimethylsilyl)-2,3-O-isopropylidene-2-C-methyl-D-erythritol; With pyridine; In dichloromethane; at 0 ℃; for 0.5h;
DOI:10.1016/j.tet.2006.12.078

Reference yield:

: 931430-90-9
2,3-O-isopropylidene-2-C-(p-toluenesulfonyloxymethyl)-D-erythrofuranose

: 931430-97-6
Phosphoric acid dibenzyl ester (4R,5S)-5-(tert-butyl-dimethyl-silanyloxymethyl)-2,2,5-trimethyl-[1,3]dioxolan-4-ylmethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 98 percent / LiAlH₄ / tetrahydrofuran / 10 h / Heating

2.1: NaH / tetrahydrofuran / 25 °C

2.2: tetrahydrofuran / 25 °C

3.1: 94 percent / imidazole / CH₂Cl₂ / 12 h / 25 °C

4.1: 93 percent / H₂ / Pd/C / methanol / 4 h / atmospheric pressure

5.1: I₂ / CH₂Cl₂ / 1 h / -10 - 25 °C

5.2: 92 percent / pyridine / CH₂Cl₂ / 0.5 h / 0 °C

With 1H-imidazole; lithium aluminium tetrahydride; hydrogen; iodine; sodium hydride; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/j.tet.2006.12.078

Reference yield:

: 77587-29-2
2-C-methyl-2,3-O-isopropylidene-D-erythritol

: 931430-97-6
Phosphoric acid dibenzyl ester (4R,5S)-5-(tert-butyl-dimethyl-silanyloxymethyl)-2,2,5-trimethyl-[1,3]dioxolan-4-ylmethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: NaH / tetrahydrofuran / 25 °C

1.2: tetrahydrofuran / 25 °C

2.1: 94 percent / imidazole / CH₂Cl₂ / 12 h / 25 °C

3.1: 93 percent / H₂ / Pd/C / methanol / 4 h / atmospheric pressure

4.1: I₂ / CH₂Cl₂ / 1 h / -10 - 25 °C

4.2: 92 percent / pyridine / CH₂Cl₂ / 0.5 h / 0 °C

With 1H-imidazole; hydrogen; iodine; sodium hydride; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/j.tet.2006.12.078