Phenyl 4,6-di-O-isopropylidene-2,3-dideoxy-1-sulfonyl-α-D-erythro-pyranoside

Base Information

Chemical Name:Phenyl 4,6-di-O-isopropylidene-2,3-dideoxy-1-sulfonyl-α-D-erythro-pyranoside
CAS No.:159404-18-9
Molecular Formula:C₁₅H₂₀O₅S
Molecular Weight:312.387
Hs Code.:

Synonyms:Phenyl 4,6-di-O-isopropylidene-2,3-dideoxy-1-sulfonyl-α-D-erythro-pyranoside

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Chemical Property of Phenyl 4,6-di-O-isopropylidene-2,3-dideoxy-1-sulfonyl-α-D-erythro-pyranoside

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Technology Process of Phenyl 4,6-di-O-isopropylidene-2,3-dideoxy-1-sulfonyl-α-D-erythro-pyranoside

There total 5 articles about Phenyl 4,6-di-O-isopropylidene-2,3-dideoxy-1-sulfonyl-α-D-erythro-pyranoside 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: 94.0%

: 159404-17-8
Phenyl 4,6-di-O-isopropylidene-2,3-dideoxy-1-thio-α-D-erythro-pyranoside

: 159404-18-9
Phenyl 4,6-di-O-isopropylidene-2,3-dideoxy-1-sulfonyl-α-D-erythro-pyranoside

Guidance literature:: With sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In ethyl acetate; at 25 ℃; for 5h;
DOI:10.1021/jo00089a034

Reference yield:

: 4551-15-9
phenylthiotrimethylsilane

: 159404-18-9
Phenyl 4,6-di-O-isopropylidene-2,3-dideoxy-1-sulfonyl-α-D-erythro-pyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: TMSOTf / CH₂Cl₂ / 10 h / 25 °C

2: 100 percent / K₂CO₃ / methanol / 1 h / 25 °C

3: 92 percent / POCl₃ / CH₂Cl₂ / 12 h / 25 °C

4: 94 percent / m-CPBA, NaHCO₃ / ethyl acetate / 5 h / 25 °C

With trimethylsilyl trifluoromethanesulfonate; sodium hydrogencarbonate; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; trichlorophosphate; In methanol; dichloromethane; ethyl acetate;
DOI:10.1021/jo00089a034

Reference yield:

: 23339-17-5
methyl 4,6-di-O-acetyl-2,3-dideoxy-D-erythro-hexopyranoside

: 159404-18-9
Phenyl 4,6-di-O-isopropylidene-2,3-dideoxy-1-sulfonyl-α-D-erythro-pyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: TMSOTf / CH₂Cl₂ / 10 h / 25 °C

2: 100 percent / K₂CO₃ / methanol / 1 h / 25 °C

3: 92 percent / POCl₃ / CH₂Cl₂ / 12 h / 25 °C

4: 94 percent / m-CPBA, NaHCO₃ / ethyl acetate / 5 h / 25 °C

With trimethylsilyl trifluoromethanesulfonate; sodium hydrogencarbonate; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; trichlorophosphate; In methanol; dichloromethane; ethyl acetate;
DOI:10.1021/jo00089a034