Phosphoric acid (2R,3S)-2,3-bis-benzyloxy-3-(2-fluoromethyl-[1,3]dioxan-2-yl)-propyl ester dimethyl ester

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Chemical Name:Phosphoric acid (2R,3S)-2,3-bis-benzyloxy-3-(2-fluoromethyl-[1,3]dioxan-2-yl)-propyl ester dimethyl ester
CAS No.:786709-78-2
Molecular Formula:C₂₄H₃₂FO₈P
Molecular Weight:498.485
Hs Code.:

Synonyms:Phosphoric acid (2R,3S)-2,3-bis-benzyloxy-3-(2-fluoromethyl-[1,3]dioxan-2-yl)-propyl ester dimethyl ester

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Chemical Property of Phosphoric acid (2R,3S)-2,3-bis-benzyloxy-3-(2-fluoromethyl-[1,3]dioxan-2-yl)-propyl ester dimethyl ester

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Technology Process of Phosphoric acid (2R,3S)-2,3-bis-benzyloxy-3-(2-fluoromethyl-[1,3]dioxan-2-yl)-propyl ester dimethyl ester

There total 11 articles about Phosphoric acid (2R,3S)-2,3-bis-benzyloxy-3-(2-fluoromethyl-[1,3]dioxan-2-yl)-propyl ester dimethyl 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: 47.0%

: 121-45-9
phosphorous acid trimethyl ester

: 786709-77-1
(2R,3S)-2,3-Bis-benzyloxy-3-(2-fluoromethyl-[1,3]dioxan-2-yl)-propan-1-ol

: 786709-78-2
Phosphoric acid (2R,3S)-2,3-bis-benzyloxy-3-(2-fluoromethyl-[1,3]dioxan-2-yl)-propyl ester dimethyl ester

Guidance literature:: With 2,6-dimethylpyridine; tellurium tetrachloride; In dichloromethane; at 20 ℃; for 1.5h;
DOI:10.1021/ol048459b

Reference yield:

: 19139-80-1,34370-91-7,68354-70-1,70798-12-8,59358-33-7
((3aS,5R,6R,6aS)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methanol

: 786709-78-2
Phosphoric acid (2R,3S)-2,3-bis-benzyloxy-3-(2-fluoromethyl-[1,3]dioxan-2-yl)-propyl ester dimethyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: pyridine / CH₂Cl₂ / 0.5 h

2: 1.36 g / tetrabutylammonium fluoride / tetrahydrofuran / 4 °C

3: sulfuric acid / 2 h / Heating

4: 1.28 g / NaH / dimethylformamide / 20 °C

5: 88 percent / hydrochloric acid / dioxane / Heating

6: 92 percent / NaBH₄ / methanol / 2 h / 20 °C

7: 83 percent / pyridine / CHCl₃ / 16 h / 20 °C

8: 59 percent / oxalyl chloride; dimethyl sulfoxide; diisopropylethylamine / CH₂Cl₂ / 0.17 h

9: 71 percent / p-toluenesulfonic acid monohydrate / benzene / Heating

10: 77 percent / sodium methoxide / methanol / 4 h / 20 °C

11: 47 percent / 2,6-lutidine; tellurium tetrachloride / CH₂Cl₂ / 1.5 h / 20 °C

With pyridine; 2,6-dimethylpyridine; hydrogenchloride; sodium tetrahydroborate; oxalyl dichloride; sulfuric acid; tetrabutyl ammonium fluoride; sodium methylate; tellurium tetrachloride; sodium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; chloroform; N,N-dimethyl-formamide; benzene; 8: Swern oxidation;
DOI:10.1021/ol048459b

Reference yield:

: 895558-57-3
((3aS,5R,6R,6aS)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methyl trifluoromethanesulphonate

: 786709-78-2
Phosphoric acid (2R,3S)-2,3-bis-benzyloxy-3-(2-fluoromethyl-[1,3]dioxan-2-yl)-propyl ester dimethyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: 1.36 g / tetrabutylammonium fluoride / tetrahydrofuran / 4 °C

2: sulfuric acid / 2 h / Heating

3: 1.28 g / NaH / dimethylformamide / 20 °C

4: 88 percent / hydrochloric acid / dioxane / Heating

5: 92 percent / NaBH₄ / methanol / 2 h / 20 °C

6: 83 percent / pyridine / CHCl₃ / 16 h / 20 °C

7: 59 percent / oxalyl chloride; dimethyl sulfoxide; diisopropylethylamine / CH₂Cl₂ / 0.17 h

8: 71 percent / p-toluenesulfonic acid monohydrate / benzene / Heating

9: 77 percent / sodium methoxide / methanol / 4 h / 20 °C

10: 47 percent / 2,6-lutidine; tellurium tetrachloride / CH₂Cl₂ / 1.5 h / 20 °C

With pyridine; 2,6-dimethylpyridine; hydrogenchloride; sodium tetrahydroborate; oxalyl dichloride; sulfuric acid; tetrabutyl ammonium fluoride; sodium methylate; tellurium tetrachloride; sodium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; chloroform; N,N-dimethyl-formamide; benzene; 7: Swern oxidation;
DOI:10.1021/ol048459b