(2R,3S,4S,5R)-4-Benzoyloxy-3-fluoro-5-methoxy-tetrahydro-furan-2-carboxylic acid methyl ester

Base Information

Chemical Name:(2R,3S,4S,5R)-4-Benzoyloxy-3-fluoro-5-methoxy-tetrahydro-furan-2-carboxylic acid methyl ester
CAS No.:551929-64-7
Molecular Formula:C₁₄H₁₅FO₆
Molecular Weight:298.268
Hs Code.:

Synonyms:(2R,3S,4S,5R)-4-Benzoyloxy-3-fluoro-5-methoxy-tetrahydro-furan-2-carboxylic acid methyl ester

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Chemical Property of (2R,3S,4S,5R)-4-Benzoyloxy-3-fluoro-5-methoxy-tetrahydro-furan-2-carboxylic acid methyl ester

Chemical Property:

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Technology Process of (2R,3S,4S,5R)-4-Benzoyloxy-3-fluoro-5-methoxy-tetrahydro-furan-2-carboxylic acid methyl ester

There total 13 articles about (2R,3S,4S,5R)-4-Benzoyloxy-3-fluoro-5-methoxy-tetrahydro-furan-2-carboxylic acid methyl 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:

: 152711-00-7
Methyl 3-deoxy-3-fluoro-β-D-arabinofuranoside

: 551929-64-7
(2R,3S,4S,5R)-4-Benzoyloxy-3-fluoro-5-methoxy-tetrahydro-furan-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: pyridine

2: 52 percent / 18-crown-6 / dimethylsulfoxide / Heating

3: MeONa

4: RuCl₃; NaIO₄ / acetonitrile; CCl₄; H₂O

5: DCC; DMAP

6: TBAF; AcOH / tetrahydrofuran

With pyridine; dmap; ruthenium trichloride; sodium periodate; 18-crown-6 ether; tetrabutyl ammonium fluoride; sodium methylate; acetic acid; dicyclohexyl-carbodiimide; In tetrahydrofuran; tetrachloromethane; water; dimethyl sulfoxide; acetonitrile;
DOI:10.1081/NCN-120022701

Reference yield:

: 237410-10-5
((2R,3S,4S,5R)-3-fluoro-4-hydroxy-5-methoxytetrahydrofuran-2-yl)methyl benzoate

: 551929-64-7
(2R,3S,4S,5R)-4-Benzoyloxy-3-fluoro-5-methoxy-tetrahydro-furan-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: MeONa

2: RuCl₃; NaIO₄ / acetonitrile; CCl₄; H₂O

3: DCC; DMAP

4: TBAF; AcOH / tetrahydrofuran

With dmap; ruthenium trichloride; sodium periodate; tetrabutyl ammonium fluoride; sodium methylate; acetic acid; dicyclohexyl-carbodiimide; In tetrahydrofuran; tetrachloromethane; water; acetonitrile;
DOI:10.1081/NCN-120022701

Reference yield:

: 43168-73-6
methyl 2,3-anhydro-β-D-lyxofuranoside

: 551929-64-7
(2R,3S,4S,5R)-4-Benzoyloxy-3-fluoro-5-methoxy-tetrahydro-furan-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: 82 percent / KHF₂; NaF / ethane-1,2-diol / Heating

2: pyridine

3: 52 percent / 18-crown-6 / dimethylsulfoxide / Heating

4: MeONa

5: RuCl₃; NaIO₄ / acetonitrile; CCl₄; H₂O

6: DCC; DMAP

7: TBAF; AcOH / tetrahydrofuran

With pyridine; dmap; ruthenium trichloride; sodium periodate; potassium hydrogen bifluoride; 18-crown-6 ether; tetrabutyl ammonium fluoride; sodium methylate; sodium fluoride; acetic acid; dicyclohexyl-carbodiimide; In tetrahydrofuran; tetrachloromethane; water; ethylene glycol; dimethyl sulfoxide; acetonitrile;
DOI:10.1081/NCN-120022701