((2R,3S,4S)-3-hydroxy-4-{[(4-methylphenyl)sulfonyl]oxy}tetrahydro-2-furanyl)methyl benzoate

Base Information

Chemical Name:((2R,3S,4S)-3-hydroxy-4-{[(4-methylphenyl)sulfonyl]oxy}tetrahydro-2-furanyl)methyl benzoate
CAS No.:268545-17-1
Molecular Formula:C₁₉H₂₀O₇S
Molecular Weight:392.43
Hs Code.:

Synonyms:((2R,3S,4S)-3-hydroxy-4-{[(4-methylphenyl)sulfonyl]oxy}tetrahydro-2-furanyl)methyl benzoate

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Chemical Property of ((2R,3S,4S)-3-hydroxy-4-{[(4-methylphenyl)sulfonyl]oxy}tetrahydro-2-furanyl)methyl benzoate

Chemical Property:

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Technology Process of ((2R,3S,4S)-3-hydroxy-4-{[(4-methylphenyl)sulfonyl]oxy}tetrahydro-2-furanyl)methyl benzoate

There total 4 articles about ((2R,3S,4S)-3-hydroxy-4-{[(4-methylphenyl)sulfonyl]oxy}tetrahydro-2-furanyl)methyl benzoate 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:

: 4099-85-8,5531-21-5,20672-63-3,20672-65-5,58763-00-1,63029-07-2,72402-14-3,84894-45-1,129263-68-9,828937-29-7
methyl 2,3-O-isopropylidene-D-ribofuranoside

: 268545-17-1
((2R,3S,4S)-3-hydroxy-4-{[(4-methylphenyl)sulfonyl]oxy}tetrahydro-2-furanyl)methyl benzoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 91 percent / pyridine / 4 h / 20 °C

2.1: Dowex 50 H⁺ resin / methanol / 20 °C

3.1: HMDS; ammonium sulfate / Heating

3.2: 44 percent / triethyl silane; trimethylsilyl triflate / acetonitrile / 1.25 h / 20 °C

4.1: tetrabutylammonium bromide; Bu₂SnO / CH₂Cl₂ / 4.5 h / 20 °C

With pyridine; ammonium sulfate; Dowex 50 H⁺ resin; tetrabutylammomium bromide; di(n-butyl)tin oxide; 1,1,1,3,3,3-hexamethyl-disilazane; In methanol; dichloromethane; 1.1: Acylation / 2.1: Hydrolysis / 3.1: Substitution / 3.2: Elimination / 4.1: Tosylation;
DOI:10.1080/15257770008033001

Reference yield:

: 98-88-4
benzoyl chloride

: 268545-17-1
((2R,3S,4S)-3-hydroxy-4-{[(4-methylphenyl)sulfonyl]oxy}tetrahydro-2-furanyl)methyl benzoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 91 percent / pyridine / 4 h / 20 °C

2.1: Dowex 50 H⁺ resin / methanol / 20 °C

3.1: HMDS; ammonium sulfate / Heating

3.2: 44 percent / triethyl silane; trimethylsilyl triflate / acetonitrile / 1.25 h / 20 °C

4.1: tetrabutylammonium bromide; Bu₂SnO / CH₂Cl₂ / 4.5 h / 20 °C

With pyridine; ammonium sulfate; Dowex 50 H⁺ resin; tetrabutylammomium bromide; di(n-butyl)tin oxide; 1,1,1,3,3,3-hexamethyl-disilazane; In methanol; dichloromethane; 1.1: Acylation / 2.1: Hydrolysis / 3.1: Substitution / 3.2: Elimination / 4.1: Tosylation;
DOI:10.1080/15257770008033001

Reference yield:

: 5-O-benzoyl methyl-D-ribofuranoside

: 268545-17-1
((2R,3S,4S)-3-hydroxy-4-{[(4-methylphenyl)sulfonyl]oxy}tetrahydro-2-furanyl)methyl benzoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: HMDS; ammonium sulfate / Heating

1.2: 44 percent / triethyl silane; trimethylsilyl triflate / acetonitrile / 1.25 h / 20 °C

2.1: tetrabutylammonium bromide; Bu₂SnO / CH₂Cl₂ / 4.5 h / 20 °C

With ammonium sulfate; tetrabutylammomium bromide; di(n-butyl)tin oxide; 1,1,1,3,3,3-hexamethyl-disilazane; In dichloromethane; 1.1: Substitution / 1.2: Elimination / 2.1: Tosylation;
DOI:10.1080/15257770008033001