Category: 77925-80-5

These common heterocyclic compound, 77925-80-5, name is N-(Benzyloxy)-2-nitrobenzenesulfonamide, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Application In Synthesis of N-(Benzyloxy)-2-nitrobenzenesulfonamide

To a solution of fe/ -butyl (3S,4aS,7aS)-6-allyl-3-hydroxy-7-oxooctahydro-1 H-pyrrolo[3,4- b]pyridine-1 -carboxylate (786.4 mg, 2.65 mmol), /V-(benzyloxy)-2-nitrobenzenesulfonamide (900 mg, 2.92 mmol) and triphenylphosphine (835 mg, 3.18 mmol) in THF (29 mL) at -17 C was added DIAD (0.640 mL, 3.18 mmol) as a soln in THF (4.1 mL) drop-wise at 6:30 pm. It was allowed to slowly warm to rt and stir for 22 h then concentrated in vacuo and purified directly via silica gel chromatography (EtOAc-heptane, 0-40%), affording the title compound (846 mg, 54%) as an off-white solid. LCMS: Rt = 0.95 min; m/z = 587.3 (M+1 ) Method 2m acidic.

The synthetic route of N-(Benzyloxy)-2-nitrobenzenesulfonamide has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; CASAREZ, Anthony; FUREGATI, Markus; KOCH, Guido; LIN, Xiaodong; OSSOLA, Flavio; RECK, Folkert; SIMMONS, Robert Lowell; ZHU, Qingming; (113 pag.)WO2018/60926; (2018); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

77925-80-5, name is N-(Benzyloxy)-2-nitrobenzenesulfonamide, belongs to amides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. HPLC of Formula: C13H12N2O5S

To a solution of N-(benzyloxy)-2-nitrobenzenesulfonamide (212 g, 0.69 mol) in THF (1000 mL) was added (2S,5S)-1-tert-butyl 2-ethyl 5-hydroxypiperidine-1,2-dicarboxylate (171 g, 0.63 mol) and PPh3 (275 g, 1.05 mol), followed by dropwise addition of a solution of DEAD (195 g, 1.12 mol) in THF (500 mL). The mixture was then stirred at 20 C. overnight. The reaction mixture was then concentrated in vacuum and purified by silica gel column chromatography (3:1 petroleum ether/EtOAc) to afford (2S,5R)-1-tert-butyl 2-ethyl 5-(N-(benzyloxy)-2-nitrophenylsulfonamido)piperidine-1,2-dicarboxylate (283.8 g, 80%) as a yellow oil

The synthetic route of 77925-80-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hwang, You Seok; Gu, Jian-Qiao; Jain, Akash; Garad, Sudhakar; Sizemore, Jacob P.; US2014/275001; (2014); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 77925-80-5, name is N-(Benzyloxy)-2-nitrobenzenesulfonamide, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 77925-80-5

[0232] A solution of 2-nitrobenzene-1-sulfonyl chloride (500 g, 2.26 mol) in pyridine (1500 mL) was added dropwise to a solution of O-benzylhydroxylamine hydrochloride (400 g, 2.51 mol) in pyridine (1500 mL) at 0 C. The reaction mixture was then stirred at 20 C. overnight. The mixture was concentrated in vacuum, diluted with DCM and washed with HCl (10%) three times. The combined organic layer was concentrated in vacuum and re-crystallized with DCM to afford N-(benzyloxy)-2-nitrobenzenesulfonamide (485 g, 62.6%) as a yellow solid. [0233] To a solution of N-(benzyloxy)-2-nitrobenzenesulfonamide (212 g, 0.69 mol) in THF (1000 mL) was added (2S,5S)-1-tert-butyl 2-ethyl 5-hydroxypiperidine-1,2-dicarboxylate (171 g, 0.63 mol) and PPh3 (275 g, 1.05 mol), followed by dropwise addition of a solution of DEAD (195 g, 1.12 mol) in THF (500 mL). The mixture was then stirred at 20 C. overnight. The reaction mixture was then concentrated in vacuum and purified by silica gel column chromatography (3:1 petroleum ether/EtOAc) to afford (2S,5R)-1-tert-butyl 2-ethyl 5-(N-(benzyloxy)-2-nitrophenylsulfonamido)piperidine-1,2-dicarboxylate (283.8 g, 80%) as a yellow oil.

According to the analysis of related databases, 77925-80-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Gu, Yu Gui; He, Yong; Yin, Ning; Alexander, Dylan C.; Cross, Jason B.; Busch, Robert; Dolle, Roland E.; Metcalf, III, Chester A.; US2013/296555; (2013); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 77925-80-5, A common heterocyclic compound, 77925-80-5, name is N-(Benzyloxy)-2-nitrobenzenesulfonamide, molecular formula is C13H12N2O5S, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

2S,5S)-1-(tert-butyl) 2-ethyl 5-hydroxylpiperidine-1,2-dicarboxylate (130 g, 475.62 mmol), triphenylphosphine (212 g, 809.16 mmol) and N-(benzyloxy)-2-nitrophenyl-1-sulfamide (161.4 g, 523.5 mmol) were dissolved in tetrahydrofuran (1500 mL), cooled to 0C, diethyl azodicarboxylate (149.1 g, 856.16 mmol) was added dropwise under nitrogen gas protection, after adding, the reaction solution was heated to room temperature and stirred overnight, concentrated, and the crude product was purified by silica gel chromatograph (ethyl acetate : petroleum ether = 1:5) to obtain the title compound as a yellow oil (210 g, yield 78%).

The synthetic route of 77925-80-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Xuanzhu Pharma Co., Ltd.; WU, Frank; (77 pag.)EP3281942; (2018); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics