N-{(R)-2-Azido-1-[(4R,5R)-5-((R)-1,2-dihydroxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-ethyl}-4-methyl-benzenesulfonamide

Base Information

Chemical Name:N-{(R)-2-Azido-1-[(4R,5R)-5-((R)-1,2-dihydroxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-ethyl}-4-methyl-benzenesulfonamide
CAS No.:275812-96-9
Molecular Formula:C₁₆H₂₄N₄O₆S
Molecular Weight:400.456
Hs Code.:

Synonyms:N-{(R)-2-Azido-1-[(4R,5R)-5-((R)-1,2-dihydroxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-ethyl}-4-methyl-benzenesulfonamide

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Chemical Property of N-{(R)-2-Azido-1-[(4R,5R)-5-((R)-1,2-dihydroxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-ethyl}-4-methyl-benzenesulfonamide

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Technology Process of N-{(R)-2-Azido-1-[(4R,5R)-5-((R)-1,2-dihydroxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-ethyl}-4-methyl-benzenesulfonamide

There total 5 articles about N-{(R)-2-Azido-1-[(4R,5R)-5-((R)-1,2-dihydroxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-ethyl}-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: 72.0%

: 275812-76-5
1-azido-1,2-dideoxy-3,4:5,6-di-O-isopropylidene-2-(N-p-toluenesulfonyl)amino-D-mannitol

: 275812-96-9
N-{(R)-2-Azido-1-[(4R,5R)-5-((R)-1,2-dihydroxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-ethyl}-4-methyl-benzenesulfonamide

Guidance literature:: With Dowex 50X₈-200; In methanol; at 20 ℃;
DOI:10.1016/S0040-4039(00)00130-1

Reference yield:

: 1-amino-1-deoxy-3,4;5,6-di-O-isopropylidene-D-glucitol p-toluenesulfonate

: 275812-96-9
N-{(R)-2-Azido-1-[(4R,5R)-5-((R)-1,2-dihydroxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-ethyl}-4-methyl-benzenesulfonamide

Guidance literature:: Multi-step reaction with 5 steps

1: Et₃N / CH₂Cl₂ / 0.5 h / 20 °C

2: 10.5 g / Et₃N / CH₂Cl₂ / 1 h / 20 °C

3: 79 percent / NaH / tetrahydrofuran / 1 h / 20 °C

4: 96 percent / NaN₃ / dimethylformamide / 30 h / 90 °C

5: 72 percent / Dowex 5-X₈-200 / methanol; H₂O / 30 h / 20 °C

With sodium azide; Dowex 5-X₈-200; sodium hydride; triethylamine; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)00650-0

Reference yield:

: 275812-74-3
1,2-dideoxy-3,4:5,6-di-O-isopropylidene-1,2-(N-p-toluenesulfonyl)imino-D-mannitol

: 275812-96-9
N-{(R)-2-Azido-1-[(4R,5R)-5-((R)-1,2-dihydroxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-ethyl}-4-methyl-benzenesulfonamide

Guidance literature:: Multi-step reaction with 2 steps

1: 96 percent / NaN₃ / dimethylformamide / 30 h / 90 °C

2: 72 percent / Dowex 5-X₈-200 / methanol; H₂O / 30 h / 20 °C

With sodium azide; Dowex 5-X₈-200; In methanol; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)00650-0