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

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Chemical Name:Phosphoric acid (2R,3S)-2-benzyloxy-3-fluoro-3-(2-methyl-[1,3]dioxan-2-yl)-propyl ester dimethyl ester
CAS No.:786710-03-0
Molecular Formula:C₁₇H₂₆FO₇P
Molecular Weight:392.361
Hs Code.:

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

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

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

There total 13 articles about Phosphoric acid (2R,3S)-2-benzyloxy-3-fluoro-3-(2-methyl-[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: 84.0%

: 121-45-9
phosphorous acid trimethyl ester

: 786710-01-8
(2R,3S)-2-Benzyloxy-3-fluoro-3-(2-methyl-[1,3]dioxan-2-yl)-propan-1-ol

: 786710-03-0
Phosphoric acid (2R,3S)-2-benzyloxy-3-fluoro-3-(2-methyl-[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:

: 14645-35-3
methyl 3-fluoro-α-D-3-deoxy-arabinofuranoside

: 786710-03-0
Phosphoric acid (2R,3S)-2-benzyloxy-3-fluoro-3-(2-methyl-[1,3]dioxan-2-yl)-propyl ester dimethyl ester

Guidance literature:: Multi-step reaction with 12 steps

1: 78 percent / pyridine / 20 °C

2: 65 percent / trifluoromethanesulfonic acid / cyclohexane; CH₂Cl₂ / 20 °C

3: 66 percent / sodium methoxide / methanol / 3 h / 20 °C

4: pyridine / CH₂Cl₂ / 0.5 h

5: 998 mg / sodium borohydride / acetonitrile / 20 °C

6: 74 percent / hydrochloric acid / dioxane / 5 h / Heating

7: 64 percent / NaBH₄ / methanol / 2 h / 20 °C

8: 80 percent / pyridine / 20 °C

9: 77 percent / oxalyl chloride; dimethyl sulfoxide; diisopropylethylamine / CH₂Cl₂ / 0.17 h

10: 84 percent / p-toluenesulfonic acid monohydrate / benzene / Heating

11: 77 percent / sodium methoxide / methanol / 4 h / 20 °C

12: 84 percent / 2,6-lutidine; tellurium tetrachloride / CH₂Cl₂ / 1.5 h / 20 °C

With pyridine; 2,6-dimethylpyridine; hydrogenchloride; sodium tetrahydroborate; oxalyl dichloride; trifluorormethanesulfonic acid; sodium methylate; tellurium tetrachloride; toluene-4-sulfonic acid; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; methanol; dichloromethane; cyclohexane; acetonitrile; benzene; 9: Swern oxidation;
DOI:10.1021/ol048459b

Reference yield:

: 81927-55-1
O-benzyl 2,2,2-trichloroacetimidate

: 786710-03-0
Phosphoric acid (2R,3S)-2-benzyloxy-3-fluoro-3-(2-methyl-[1,3]dioxan-2-yl)-propyl ester dimethyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: 65 percent / trifluoromethanesulfonic acid / cyclohexane; CH₂Cl₂ / 20 °C

2: 66 percent / sodium methoxide / methanol / 3 h / 20 °C

3: pyridine / CH₂Cl₂ / 0.5 h

4: 998 mg / sodium borohydride / acetonitrile / 20 °C

5: 74 percent / hydrochloric acid / dioxane / 5 h / Heating

6: 64 percent / NaBH₄ / methanol / 2 h / 20 °C

7: 80 percent / pyridine / 20 °C

8: 77 percent / oxalyl chloride; dimethyl sulfoxide; diisopropylethylamine / CH₂Cl₂ / 0.17 h

9: 84 percent / p-toluenesulfonic acid monohydrate / benzene / Heating

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

11: 84 percent / 2,6-lutidine; tellurium tetrachloride / CH₂Cl₂ / 1.5 h / 20 °C

With pyridine; 2,6-dimethylpyridine; hydrogenchloride; sodium tetrahydroborate; oxalyl dichloride; trifluorormethanesulfonic acid; sodium methylate; tellurium tetrachloride; toluene-4-sulfonic acid; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; methanol; dichloromethane; cyclohexane; acetonitrile; benzene; 8: Swern oxidation;
DOI:10.1021/ol048459b