N-{(R)-2-Azido-1-[(4R,5R)-5-((R)-1,2-dihydroxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-ethyl}-4-nitro-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-nitro-benzenesulfonamide
CAS No.:368878-49-3
Molecular Formula:C₁₅H₂₁N₅O₈S
Molecular Weight:431.426
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-nitro-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-nitro-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-nitro-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-nitro-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:

: 368878-38-0
1-azido-1,2-dideoxy-3,4:5,6-di-O-isopropylidene-2-(N-p-nitrobenzenesulfonyl)amino-D-mannitol

: 368878-49-3
N-{(R)-2-Azido-1-[(4R,5R)-5-((R)-1,2-dihydroxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-ethyl}-4-nitro-benzenesulfonamide

Guidance literature:: With Dowex 50X₈-200; In methanol; water; at 20 ℃; for 48h;
DOI:10.1016/S0040-4020(01)00650-0

Reference yield:

: 98-74-8
4-Nitrobenzenesulfonyl chloride

: 368878-49-3
N-{(R)-2-Azido-1-[(4R,5R)-5-((R)-1,2-dihydroxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-ethyl}-4-nitro-benzenesulfonamide

Guidance literature:: Multi-step reaction with 5 steps

1: Na₂CO₃ / CH₂Cl₂; H₂O / 1 h / 20 °C

2: 14.13 g / pyridine / CH₂Cl₂ / 1 h / 0 °C

3: 74 percent / NaH / tetrahydrofuran / 4 h / 20 °C

4: 98 percent / NaN₃ / dimethylformamide / 8 h / 90 °C

5: Dowex 50X₈-200 / methanol; H₂O / 48 h / 20 °C

With pyridine; sodium azide; Dowex 50X₈-200; sodium hydride; sodium carbonate; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)00650-0

Reference yield:

: 368878-37-9
1,2-dideoxy-3,4:5,6-di-O-isopropylidene-1,2-(N-p-nitrobenzenesulfonyl)imino-D-mannitol

: 368878-49-3
N-{(R)-2-Azido-1-[(4R,5R)-5-((R)-1,2-dihydroxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-ethyl}-4-nitro-benzenesulfonamide

Guidance literature:: Multi-step reaction with 2 steps

1: 98 percent / NaN₃ / dimethylformamide / 8 h / 90 °C

2: Dowex 50X₈-200 / methanol; H₂O / 48 h / 20 °C

With sodium azide; Dowex 50X₈-200; In methanol; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)00650-0