1-azido-6-bromo-3,4-O-isopropylidene-2-(N-p-nitrobenzenesulfonyl)amino-1,2,6-trideoxy-D-mannitol

Base Information

Chemical Name:1-azido-6-bromo-3,4-O-isopropylidene-2-(N-p-nitrobenzenesulfonyl)amino-1,2,6-trideoxy-D-mannitol
CAS No.:368878-40-4
Molecular Formula:C₁₅H₂₀BrN₅O₇S
Molecular Weight:494.323
Hs Code.:

Synonyms:1-azido-6-bromo-3,4-O-isopropylidene-2-(N-p-nitrobenzenesulfonyl)amino-1,2,6-trideoxy-D-mannitol

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Chemical Property of 1-azido-6-bromo-3,4-O-isopropylidene-2-(N-p-nitrobenzenesulfonyl)amino-1,2,6-trideoxy-D-mannitol

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Technology Process of 1-azido-6-bromo-3,4-O-isopropylidene-2-(N-p-nitrobenzenesulfonyl)amino-1,2,6-trideoxy-D-mannitol

There total 6 articles about 1-azido-6-bromo-3,4-O-isopropylidene-2-(N-p-nitrobenzenesulfonyl)amino-1,2,6-trideoxy-D-mannitol 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:

: 368878-49-3
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

: 368878-40-4
1-azido-6-bromo-3,4-O-isopropylidene-2-(N-p-nitrobenzenesulfonyl)amino-1,2,6-trideoxy-D-mannitol

Guidance literature:: With carbon tetrabromide; triphenylphosphine; In tetrahydrofuran; at 20 ℃; for 0.5h;
DOI:10.1016/S0040-4020(01)00650-0

Reference yield:

: 98-74-8
4-Nitrobenzenesulfonyl chloride

: 368878-40-4
1-azido-6-bromo-3,4-O-isopropylidene-2-(N-p-nitrobenzenesulfonyl)amino-1,2,6-trideoxy-D-mannitol

Guidance literature:: Multi-step reaction with 6 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

6: 0.68 g / PPh₃; CBr₄ / tetrahydrofuran / 0.5 h / 20 °C

With pyridine; sodium azide; carbon tetrabromide; Dowex 50X₈-200; sodium hydride; sodium carbonate; triphenylphosphine; 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

: 368878-40-4
1-azido-6-bromo-3,4-O-isopropylidene-2-(N-p-nitrobenzenesulfonyl)amino-1,2,6-trideoxy-D-mannitol

Guidance literature:: Multi-step reaction with 3 steps

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

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

3: 0.68 g / PPh₃; CBr₄ / tetrahydrofuran / 0.5 h / 20 °C

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