(S)-4-(((2R,3R,4S,5S)-5-allyl-3-methoxy-4-((phenylsulfonyl)methyl)tetrahydrofuran-2-yl)methyl)-2,2-dimethyl-1,3-dioxolane

Base Information

Chemical Name:(S)-4-(((2R,3R,4S,5S)-5-allyl-3-methoxy-4-((phenylsulfonyl)methyl)tetrahydrofuran-2-yl)methyl)-2,2-dimethyl-1,3-dioxolane
CAS No.:546141-41-7
Molecular Formula:C₂₁H₃₀O₆S
Molecular Weight:410.532
Hs Code.:

Synonyms:(S)-4-(((2R,3R,4S,5S)-5-allyl-3-methoxy-4-((phenylsulfonyl)methyl)tetrahydrofuran-2-yl)methyl)-2,2-dimethyl-1,3-dioxolane

Suppliers and Price of (S)-4-(((2R,3R,4S,5S)-5-allyl-3-methoxy-4-((phenylsulfonyl)methyl)tetrahydrofuran-2-yl)methyl)-2,2-dimethyl-1,3-dioxolane

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (S)-4-(((2R,3R,4S,5S)-5-allyl-3-methoxy-4-((phenylsulfonyl)methyl)tetrahydrofuran-2-yl)methyl)-2,2-dimethyl-1,3-dioxolane

Chemical Property:

Purity/Quality:: 95-1070%min ^*data from raw suppliers

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Useful:

Technology Process of (S)-4-(((2R,3R,4S,5S)-5-allyl-3-methoxy-4-((phenylsulfonyl)methyl)tetrahydrofuran-2-yl)methyl)-2,2-dimethyl-1,3-dioxolane

There total 10 articles about (S)-4-(((2R,3R,4S,5S)-5-allyl-3-methoxy-4-((phenylsulfonyl)methyl)tetrahydrofuran-2-yl)methyl)-2,2-dimethyl-1,3-dioxolane 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: 98.0%

: 871348-16-2
(2R,3R,4R,5S)-5-allyl-2-(((S)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl)-4-((phenylsulfonyl)methyl)tetrahydrofuran-3-ol

: 74-88-4
methyl iodide

: 546141-41-7
(S)-4-(((2R,3R,4S,5S)-5-allyl-3-methoxy-4-((phenylsulfonyl)methyl)tetrahydrofuran-2-yl)methyl)-2,2-dimethyl-1,3-dioxolane

Guidance literature:: With sodium t-butanolate; In 1-methyl-pyrrolidin-2-one; 1,2-dimethoxyethane; at 10 ℃;
DOI:10.1055/s-0032-1317920

Reference yield:

: 56069-39-7
diethyl phenylsulfonylmethylphosphonate

: 546141-41-7
(S)-4-(((2R,3R,4S,5S)-5-allyl-3-methoxy-4-((phenylsulfonyl)methyl)tetrahydrofuran-2-yl)methyl)-2,2-dimethyl-1,3-dioxolane

Guidance literature:: Multi-step reaction with 6 steps

1: lithium hexamethyldisilazane / toluene; tetrahydrofuran / 0 - 20 °C

2: trimethylsilyl iodide / toluene; acetonitrile / 60 °C

3: sodium tris(acetoxy)borohydride; tetrabutyl-ammonium chloride / toluene; 1,2-dimethoxyethane / 80 °C

4: potassium carbonate / methanol / 50 °C

5: sulfuric acid / 1,2-dimethoxyethane / 40 °C

6: sodium t-butanolate / 1,2-dimethoxyethane; 1-methyl-pyrrolidin-2-one / 10 °C

With trimethylsilyl iodide; sulfuric acid; tetrabutyl-ammonium chloride; sodium tris(acetoxy)borohydride; potassium carbonate; lithium hexamethyldisilazane; sodium t-butanolate; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; 1,2-dimethoxyethane; toluene; acetonitrile;
DOI:10.1055/s-0032-1317920

Reference yield:

: 3-[(3aR,5R,6S,6aR)-6-benzyloxy-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]propane-1,2-diol

: 546141-41-7
(S)-4-(((2R,3R,4S,5S)-5-allyl-3-methoxy-4-((phenylsulfonyl)methyl)tetrahydrofuran-2-yl)methyl)-2,2-dimethyl-1,3-dioxolane

Guidance literature:: Multi-step reaction with 9 steps

1: dmap; 4-methyl-morpholine / toluene / 75 °C

2: titanium tetrachloride; titanium(IV) isopropylate / toluene / 25 °C

3: trichloroacetic acid anhydride; triethylamine / toluene; dimethyl sulfoxide / -10 °C

4: lithium hexamethyldisilazane / toluene; tetrahydrofuran / 0 - 20 °C

5: trimethylsilyl iodide / toluene; acetonitrile / 60 °C

6: sodium tris(acetoxy)borohydride; tetrabutyl-ammonium chloride / toluene; 1,2-dimethoxyethane / 80 °C

7: potassium carbonate / methanol / 50 °C

8: sulfuric acid / 1,2-dimethoxyethane / 40 °C

9: sodium t-butanolate / 1,2-dimethoxyethane; 1-methyl-pyrrolidin-2-one / 10 °C

With 4-methyl-morpholine; titanium(IV) isopropylate; dmap; trimethylsilyl iodide; sulfuric acid; tetrabutyl-ammonium chloride; titanium tetrachloride; sodium tris(acetoxy)borohydride; potassium carbonate; triethylamine; lithium hexamethyldisilazane; sodium t-butanolate; trichloroacetic acid anhydride; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; 1,2-dimethoxyethane; dimethyl sulfoxide; toluene; acetonitrile; 3: |Swern Oxidation;
DOI:10.1055/s-0032-1317920