N-(4-{6-[2-(tert-Butyl-dimethyl-silanyloxy)-1-(tert-butyl-dimethyl-silanyloxymethyl)-ethyl]-azulen-1-yl}-butyl)-4-chloro-benzenesulfonamide

Base Information

Chemical Name:N-(4-{6-[2-(tert-Butyl-dimethyl-silanyloxy)-1-(tert-butyl-dimethyl-silanyloxymethyl)-ethyl]-azulen-1-yl}-butyl)-4-chloro-benzenesulfonamide
CAS No.:178871-23-3
Molecular Formula:C₃₅H₅₄ClNO₄SSi₂
Molecular Weight:676.508
Hs Code.:

Synonyms:N-(4-{6-[2-(tert-Butyl-dimethyl-silanyloxy)-1-(tert-butyl-dimethyl-silanyloxymethyl)-ethyl]-azulen-1-yl}-butyl)-4-chloro-benzenesulfonamide

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Chemical Property of N-(4-{6-[2-(tert-Butyl-dimethyl-silanyloxy)-1-(tert-butyl-dimethyl-silanyloxymethyl)-ethyl]-azulen-1-yl}-butyl)-4-chloro-benzenesulfonamide

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Technology Process of N-(4-{6-[2-(tert-Butyl-dimethyl-silanyloxy)-1-(tert-butyl-dimethyl-silanyloxymethyl)-ethyl]-azulen-1-yl}-butyl)-4-chloro-benzenesulfonamide

There total 6 articles about N-(4-{6-[2-(tert-Butyl-dimethyl-silanyloxy)-1-(tert-butyl-dimethyl-silanyloxymethyl)-ethyl]-azulen-1-yl}-butyl)-4-chloro-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: 99.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 178871-22-2
1-[4-(4-chlorobenzenesulfonylamino)butyl]-6-(2-hydroxy-1-hydroxymethyl)ethylazulene

: 178871-23-3
N-(4-{6-[2-(tert-Butyl-dimethyl-silanyloxy)-1-(tert-butyl-dimethyl-silanyloxymethyl)-ethyl]-azulen-1-yl}-butyl)-4-chloro-benzenesulfonamide

Guidance literature:: With triethylamine; In N,N-dimethyl-formamide; for 17h; Ambient temperature;
DOI:10.1016/0968-0896(96)00038-7

Reference yield:

: 129648-83-5
methyl 3-<4-(4-chlorobenzenesulfonylamino)butyl>-6-(1-methyl)ethylazulene-1-carboxylate

: 178871-23-3
N-(4-{6-[2-(tert-Butyl-dimethyl-silanyloxy)-1-(tert-butyl-dimethyl-silanyloxymethyl)-ethyl]-azulen-1-yl}-butyl)-4-chloro-benzenesulfonamide

Guidance literature:: Multi-step reaction with 9 steps

1: 68 percent / O₂, 10percent n-Bu₄NOH in MeOH / dimethylformamide / 24 h / Ambient temperature

2: 95 percent / p-TsOH / benzene / 0.33 h / Heating

3: 85 percent / OsO₄, N-methylmorpholine N-oxide*2H₂O / tetrahydrofuran; 2-methyl-propan-2-ol / 18 h / Ambient temperature

4: 96 percent / Et₃N, DMAP / tetrahydrofuran / 2 h / Ambient temperature

5: 79 percent / p-TsOH / benzene / 0.33 h / Heating

6: 1.) BH₃*THF, 2.) 6N aq. NaOH, 30percent aq. H₂O₂ / 1.) 0 deg C, 3 h, 2.) RT, 1 h

7: K₂CO₃ / methanol / 2 h / Ambient temperature

8: 80 percent / 100percent phosphoric acid / 0.17 h / 110 °C

9: 99 percent / Et₃N / dimethylformamide / 17 h / Ambient temperature

With dmap; sodium hydroxide; osmium(VIII) oxide; borane-THF; phosphoric acid; tetra(n-butyl)ammonium hydroxide; dihydrogen peroxide; oxygen; potassium carbonate; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; triethylamine; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; tert-butyl alcohol; benzene;
DOI:10.1016/0968-0896(96)00038-7

Reference yield:

: 178870-67-2
3-[4-(4-Chloro-benzenesulfonylamino)-butyl]-6-isopropenyl-azulene-1-carboxylic acid methyl ester

: 178871-23-3
N-(4-{6-[2-(tert-Butyl-dimethyl-silanyloxy)-1-(tert-butyl-dimethyl-silanyloxymethyl)-ethyl]-azulen-1-yl}-butyl)-4-chloro-benzenesulfonamide

Guidance literature:: Multi-step reaction with 7 steps

1: 85 percent / OsO₄, N-methylmorpholine N-oxide*2H₂O / tetrahydrofuran; 2-methyl-propan-2-ol / 18 h / Ambient temperature

2: 96 percent / Et₃N, DMAP / tetrahydrofuran / 2 h / Ambient temperature

3: 79 percent / p-TsOH / benzene / 0.33 h / Heating

4: 1.) BH₃*THF, 2.) 6N aq. NaOH, 30percent aq. H₂O₂ / 1.) 0 deg C, 3 h, 2.) RT, 1 h

5: K₂CO₃ / methanol / 2 h / Ambient temperature

6: 80 percent / 100percent phosphoric acid / 0.17 h / 110 °C

7: 99 percent / Et₃N / dimethylformamide / 17 h / Ambient temperature

With dmap; sodium hydroxide; osmium(VIII) oxide; borane-THF; phosphoric acid; dihydrogen peroxide; potassium carbonate; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; triethylamine; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; tert-butyl alcohol; benzene;
DOI:10.1016/0968-0896(96)00038-7