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

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Chemical Name:1-phenylthio-6-bromo-3,4-O-isopropylidene-2-(N-p-nitrobenzenesulfonyl)amino-1,2,6-trideoxy-D-mannitol
CAS No.:368878-50-6
Molecular Formula:C₂₁H₂₅BrN₂O₇S₂
Molecular Weight:561.475
Hs Code.:

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

There total 7 articles about 1-phenylthio-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:

: 368878-39-1
N-{(S)-1-[(4R,5R)-5-((R)-1,2-Dihydroxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2-phenylsulfanyl-ethyl}-4-nitro-benzenesulfonamide

: 368878-50-6
1-phenylthio-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:

: 108-98-5
thiophenol

: 368878-50-6
1-phenylthio-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: 89 percent / K₂CO₃ / dimethylformamide / 1 h / 20 °C

2: Dowex 50X₈-200 / methanol; H₂O / 168 h / 20 °C

3: 0.46 g / PPh₃; CBr₄ / tetrahydrofuran / 0.5 h / 20 °C

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

Reference yield:

: 98-74-8
4-Nitrobenzenesulfonyl chloride

: 368878-50-6
1-phenylthio-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: 89 percent / K₂CO₃ / dimethylformamide / 1 h / 20 °C

5: Dowex 50X₈-200 / methanol; H₂O / 168 h / 20 °C

6: 0.46 g / PPh₃; CBr₄ / tetrahydrofuran / 0.5 h / 20 °C

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