(+)-4-bromo-N-{(1R)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-[(4,5-dimethyl-2-furyl)methyl]ethyl}benzenesulfonamide

Base Information

Chemical Name:(+)-4-bromo-N-{(1R)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-[(4,5-dimethyl-2-furyl)methyl]ethyl}benzenesulfonamide
CAS No.:904682-31-1
Molecular Formula:C₂₁H₃₂BrNO₄SSi
Molecular Weight:502.545
Hs Code.:

Synonyms:(+)-4-bromo-N-{(1R)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-[(4,5-dimethyl-2-furyl)methyl]ethyl}benzenesulfonamide

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Chemical Property of (+)-4-bromo-N-{(1R)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-[(4,5-dimethyl-2-furyl)methyl]ethyl}benzenesulfonamide

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Technology Process of (+)-4-bromo-N-{(1R)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-[(4,5-dimethyl-2-furyl)methyl]ethyl}benzenesulfonamide

There total 7 articles about (+)-4-bromo-N-{(1R)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-[(4,5-dimethyl-2-furyl)methyl]ethyl}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:

: 52480-43-0
4,5-dimethyl-2-formylfuran

: 904682-31-1
(+)-4-bromo-N-{(1R)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-[(4,5-dimethyl-2-furyl)methyl]ethyl}benzenesulfonamide

Guidance literature:: Multi-step reaction with 6 steps

1: 70 percent / t-BuOK / CH₂Cl₂ / 2 h / 20 °C

2: MandyPhos(OMe); H₂ / [Rh(nbd)2]BF₄ / methanol; toluene / 64 h / 20 °C / 3750.38 Torr

3: 60 percent / DIBALH / tetrahydrofuran; hexane / -78 - 20 °C

4: 93 percent / imidazole / dimethylformamide / 20 °C

5: cyclohexene / Pd/C / methanol / Heating

6: 837 mg / Et₃N; DMAP / CH₂Cl₂ / 0 - 20 °C

With 1H-imidazole; dmap; potassium tert-butylate; hydrogen; diisobutylaluminium hydride; triethylamine; cyclohexene; palladium on activated charcoal; di(norbornadiene)rhodium(I) tetrafluoroborate; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; 1: Horner-Wadsworth-Emmons reaction;
DOI:10.1002/chem.200600192

Reference yield:

: 904682-03-7
methyl (2R)-(-)-2-benzyloxycarbonylamino-3-(4,5-dimethylfuran-2-yl)propanoate

: 904682-31-1
(+)-4-bromo-N-{(1R)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-[(4,5-dimethyl-2-furyl)methyl]ethyl}benzenesulfonamide

Guidance literature:: Multi-step reaction with 4 steps

1: 60 percent / DIBALH / tetrahydrofuran; hexane / -78 - 20 °C

2: 93 percent / imidazole / dimethylformamide / 20 °C

3: cyclohexene / Pd/C / methanol / Heating

4: 837 mg / Et₃N; DMAP / CH₂Cl₂ / 0 - 20 °C

With 1H-imidazole; dmap; diisobutylaluminium hydride; triethylamine; cyclohexene; palladium on activated charcoal; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/chem.200600192

Reference yield:

: 904682-19-5
(-)-benzyl (1R)-[2-(4,5-dimethyl-2-furyl)-1-(hydroxymethyl)ethyl]carbamate

: 904682-31-1
(+)-4-bromo-N-{(1R)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-[(4,5-dimethyl-2-furyl)methyl]ethyl}benzenesulfonamide

Guidance literature:: Multi-step reaction with 3 steps

1: 93 percent / imidazole / dimethylformamide / 20 °C

2: cyclohexene / Pd/C / methanol / Heating

3: 837 mg / Et₃N; DMAP / CH₂Cl₂ / 0 - 20 °C

With 1H-imidazole; dmap; triethylamine; cyclohexene; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/chem.200600192