N-[(3aR,5S,6S,6aR)-5-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl]-4-methyl-benzenesulfonamide

Base Information

Chemical Name:N-[(3aR,5S,6S,6aR)-5-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl]-4-methyl-benzenesulfonamide
CAS No.:846549-48-2
Molecular Formula:C₁₉H₂₇NO₇S
Molecular Weight:413.492
Hs Code.:

Synonyms:N-[(3aR,5S,6S,6aR)-5-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl]-4-methyl-benzenesulfonamide

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Chemical Property of N-[(3aR,5S,6S,6aR)-5-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl]-4-methyl-benzenesulfonamide

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Technology Process of N-[(3aR,5S,6S,6aR)-5-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl]-4-methyl-benzenesulfonamide

There total 1 articles about N-[(3aR,5S,6S,6aR)-5-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl]-4-methyl-benzenesulfonamide 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:

: 98-59-9
p-toluenesulfonyl chloride

: 16848-19-4,24384-84-7,71165-01-0,71187-80-9,73881-34-2,91067-83-3
3-amino-3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose

: 846549-48-2
N-[(3aR,5S,6S,6aR)-5-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl]-4-methyl-benzenesulfonamide

Guidance literature:: With pyridine; at 25 ℃; for 16h;
DOI:10.1016/S0040-4020(99)00694-8

Reference yield: 66.0%

: 109-64-8
1,3-dibromo-propane

: 846549-48-2
N-[(3aR,5S,6S,6aR)-5-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl]-4-methyl-benzenesulfonamide

: 850165-08-1
N,N'-di-p-toluenesulfonyl-N,N'-bis(3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-glucofuranos-3-yl)-1,3-diaminopropane

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide; at 120 ℃; for 8h;
DOI:10.1016/j.carres.2004.12.024

Reference yield:

: 846549-48-2
N-[(3aR,5S,6S,6aR)-5-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl]-4-methyl-benzenesulfonamide

: (2R,3R,3aS,10aR)-10-methylene-2,3-isopropylidenedioxy-4-(toluene-4-sulfonyl)-3,3a,5,10a-tetrahydro-2H-furo[3,2-c][2]benzazepine

Guidance literature:: Multi-step reaction with 4 steps

1: K₂CO₃ / acetone / 4 h / 20 °C

2: aq. AcOH / 12 h / 20 °C

3: imidazole; Ph₃P; I₂ / toluene / 4 h / Heating

4: 80 percent / K₂CO₃; Bu₄NBr / Pd(OAc)2 / dimethylformamide / 12 h / 100 °C

With 1H-imidazole; tetrabutylammomium bromide; iodine; potassium carbonate; acetic acid; triphenylphosphine; palladium diacetate; In N,N-dimethyl-formamide; acetone; toluene; 4: intramolecular Heck cyclization;
DOI:10.1055/s-2005-870012