Phosphoric acid, [(2S,4R,5S)-5-hydroxy-5-methyl-2-phenyl-1,3-dioxan-4-yl]methyl bis(phenylmethyl) ester

Base Information

Chemical Name:Phosphoric acid, [(2S,4R,5S)-5-hydroxy-5-methyl-2-phenyl-1,3-dioxan-4-yl]methyl bis(phenylmethyl) ester
CAS No.:652979-98-1
Molecular Formula:C26H29O7P
Molecular Weight:484.486
Hs Code.:

Synonyms:

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Chemical Property of Phosphoric acid, [(2S,4R,5S)-5-hydroxy-5-methyl-2-phenyl-1,3-dioxan-4-yl]methyl bis(phenylmethyl) ester

Chemical Property:

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Technology Process of Phosphoric acid, [(2S,4R,5S)-5-hydroxy-5-methyl-2-phenyl-1,3-dioxan-4-yl]methyl bis(phenylmethyl) ester

There total 8 articles about Phosphoric acid, [(2S,4R,5S)-5-hydroxy-5-methyl-2-phenyl-1,3-dioxan-4-yl]methyl bis(phenylmethyl) 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: 79.0%

: 538-37-4
dibenzyl phosphochloridate

: 652979-97-0
1,3-O-benzylidene-2-C-methyl-D-erythritol

: 652979-98-1
1,3-O-benzylidene-2-C-methyl-D-erythritol 4-dibenzylphosphate

Guidance literature:: With n-butyllithium; In tetrahydrofuran; hexane; benzene; at -75 - 20 ℃; for 0.416667h;
DOI:10.1021/jo0711900

Reference yield:

: 81577-58-4
1,3-(R)-O-benzylidene-D-threitol

: 652979-98-1
1,3-O-benzylidene-2-C-methyl-D-erythritol 4-dibenzylphosphate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 84 percent / Et₃N; 4-dimethylaminopyridine / dimethylformamide / 0.67 h / 20 °C

2.1: 86 percent / NaIO₄; K₂CO₃; benzyltriethylammonium chloride / RuO₂ / CCl₄; H₂O / 16 h / 20 °C

3.1: 75 percent / diethyl ether / 0.5 h / -78 °C

4.1: 96 percent / Bu₄NF / tetrahydrofuran / 0.28 h / 0 - 20 °C

5.1: BuLi / tetrahydrofuran / 0.52 h / 20 °C

5.2: 61 percent Turnov_. / tetrahydrofuran / 0.77 h / -78 - 20 °C

With dmap; sodium periodate; n-butyllithium; tetrabutyl ammonium fluoride; N-benzyl-N,N,N-triethylammonium chloride; potassium carbonate; triethylamine; ruthenium(IV) oxide; In tetrahydrofuran; tetrachloromethane; diethyl ether; water; N,N-dimethyl-formamide; 3.1: Grignard addition;
DOI:10.1021/ol0362562

Reference yield:

: 100-52-7
benzaldehyde

: 652979-98-1
1,3-O-benzylidene-2-C-methyl-D-erythritol 4-dibenzylphosphate

Guidance literature:: Multi-step reaction with 8 steps

1.1: 80 percent / HCl / 18 h / 20 °C

2.1: NaHCO₃; NaIO₄ / CH₂Cl₂ / 1 h / 0 - 20 °C

3.1: 1.94 g / NaBH₄ / methanol / 0.5 h / 20 °C

4.1: 84 percent / Et₃N; 4-dimethylaminopyridine / dimethylformamide / 0.67 h / 20 °C

5.1: 86 percent / NaIO₄; K₂CO₃; benzyltriethylammonium chloride / RuO₂ / CCl₄; H₂O / 16 h / 20 °C

6.1: 75 percent / diethyl ether / 0.5 h / -78 °C

7.1: 96 percent / Bu₄NF / tetrahydrofuran / 0.28 h / 0 - 20 °C

8.1: BuLi / tetrahydrofuran / 0.52 h / 20 °C

8.2: 61 percent Turnov_. / tetrahydrofuran / 0.77 h / -78 - 20 °C

With hydrogenchloride; dmap; sodium tetrahydroborate; sodium periodate; n-butyllithium; tetrabutyl ammonium fluoride; N-benzyl-N,N,N-triethylammonium chloride; sodium hydrogencarbonate; potassium carbonate; triethylamine; ruthenium(IV) oxide; In tetrahydrofuran; methanol; tetrachloromethane; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; 6.1: Grignard addition;
DOI:10.1021/ol0362562