1,3-O-benzylidene-2-C-methyl-D-erythritol 2,4-bis(dibenzylphosphate)

Base Information

Chemical Name:1,3-O-benzylidene-2-C-methyl-D-erythritol 2,4-bis(dibenzylphosphate)
CAS No.:652979-99-2
Molecular Formula:C₄₀H₄₂O₁₀P₂
Molecular Weight:744.715
Hs Code.:

Synonyms:1,3-O-benzylidene-2-C-methyl-D-erythritol 2,4-bis(dibenzylphosphate)

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Chemical Property of 1,3-O-benzylidene-2-C-methyl-D-erythritol 2,4-bis(dibenzylphosphate)

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Technology Process of 1,3-O-benzylidene-2-C-methyl-D-erythritol 2,4-bis(dibenzylphosphate)

There total 11 articles about 1,3-O-benzylidene-2-C-methyl-D-erythritol 2,4-bis(dibenzylphosphate) 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: 91.0%

: 108549-23-1
Dibenzyl N,N-diisopropylphosphoramidite

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

: 652979-99-2
1,3-O-benzylidene-2-C-methyl-D-erythritol 2,4-bis(dibenzylphosphate)

Guidance literature:: Dibenzyl N,N-diisopropylphosphoramidite; 1,3-O-benzylidene-2-C-methyl-D-erythritol; With 1H-tetrazole; In acetonitrile; at 20 ℃; for 4h;

With 3-chloro-benzenecarboperoxoic acid; In acetonitrile; at 0 - 20 ℃; for 0.5h; Further stages.;
DOI:10.1021/jo0711900

Reference yield:

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

: 652979-99-2
1,3-O-benzylidene-2-C-methyl-D-erythritol 2,4-bis(dibenzylphosphate)

Guidance literature:: Multi-step reaction with 6 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: tetrazole / tetrahydrofuran / 0.5 h / 20 °C

5.2: tetrahydrofuran / 0.52 h / 20 °C

6.1: 257 mg / mCPBA / tetrahydrofuran / 0 - 20 °C

With 1H-tetrazole; dmap; sodium periodate; tetrabutyl ammonium fluoride; N-benzyl-N,N,N-triethylammonium chloride; potassium carbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; 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

: 652979-99-2
1,3-O-benzylidene-2-C-methyl-D-erythritol 2,4-bis(dibenzylphosphate)

Guidance literature:: Multi-step reaction with 9 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: tetrazole / tetrahydrofuran / 0.5 h / 20 °C

8.2: tetrahydrofuran / 0.52 h / 20 °C

9.1: 257 mg / mCPBA / tetrahydrofuran / 0 - 20 °C

With 1H-tetrazole; hydrogenchloride; dmap; sodium tetrahydroborate; sodium periodate; tetrabutyl ammonium fluoride; N-benzyl-N,N,N-triethylammonium chloride; sodium hydrogencarbonate; potassium carbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; ruthenium(IV) oxide; In tetrahydrofuran; methanol; tetrachloromethane; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; 6.1: Grignard addition;
DOI:10.1021/ol0362562