((4S,5S)-5-decyl-2,2-dimethyl-1,3-dioxolan-4-yl)methyl-4-methylbenzenesulfonate

Base Information

Chemical Name:((4S,5S)-5-decyl-2,2-dimethyl-1,3-dioxolan-4-yl)methyl-4-methylbenzenesulfonate
CAS No.:122881-05-4
Molecular Formula:C₂₃H₃₈O₅S
Molecular Weight:426.618
Hs Code.:

Synonyms:((4S,5S)-5-decyl-2,2-dimethyl-1,3-dioxolan-4-yl)methyl-4-methylbenzenesulfonate

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

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Chemical Property of ((4S,5S)-5-decyl-2,2-dimethyl-1,3-dioxolan-4-yl)methyl-4-methylbenzenesulfonate

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Technology Process of ((4S,5S)-5-decyl-2,2-dimethyl-1,3-dioxolan-4-yl)methyl-4-methylbenzenesulfonate

There total 12 articles about ((4S,5S)-5-decyl-2,2-dimethyl-1,3-dioxolan-4-yl)methyl-4-methylbenzenesulfonate 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: 80.0%

: 39691-62-8
nonylmagnesium bromide

: 128162-83-4
Toluene-4-sulfonic acid (4S,5S)-2,2-dimethyl-5-trifluoromethanesulfonyloxymethyl-[1,3]dioxolan-4-ylmethyl ester

: 122881-05-4
((4S,5S)-5-decyl-2,2-dimethyl-1,3-dioxolan-4-yl)methyl-4-methylbenzenesulfonate

Guidance literature:: With copper(I) bromide; In tetrahydrofuran; at 0 ℃; for 1.5h; chemoselective reaction;
DOI:10.1016/j.tet.2011.06.023

Reference yield:

: 86795-44-0,86795-47-3,147976-25-8,147976-26-9
3,4-O-isopropylidene-2-deoxy-D-ribose

: 122881-05-4
((4S,5S)-5-decyl-2,2-dimethyl-1,3-dioxolan-4-yl)methyl-4-methylbenzenesulfonate

Guidance literature:: Multi-step reaction with 6 steps

1: 12 percent / tetrahydrofuran / -50 °C

2: H₂ / Pd/C / ethyl acetate; methanol / 24 h / 735.5 Torr / Ambient temperature

3: DMSO, (COCl)2, Et₃N / CH₂Cl₂ / 1) 30 min, -70 deg C 2) 30 min, r.t.

4: K₂CO₃ / methanol / 5 h / Ambient temperature

5: NaBH₄ / aq. ethanol / 10 h / Ambient temperature

6: pyridine / CH₂Cl₂ / 8 h / 0 °C

With pyridine; sodium tetrahydroborate; oxalyl dichloride; hydrogen; potassium carbonate; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; ethyl acetate;
DOI:10.1016/S0040-4039(00)92629-7

Reference yield:

: 86795-44-0,86795-47-3,147976-25-8,147976-26-9
3,4-O-isopropylidene-2-deoxy-D-ribose

: 122881-05-4
Toluene-4-sulfonic acid (4R,5S)-5-decyl-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 12 percent / tetrahydrofuran / -50 °C

2: H₂ / Pd/C / ethyl acetate; methanol / 24 h / 735.5 Torr / Ambient temperature

3: pyridine / CH₂Cl₂ / 8 h / 0 °C

With pyridine; hydrogen; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate;
DOI:10.1016/S0040-4039(00)92629-7