(3S,9S,9aS)-9-[[(1,1-dimetylethyl)diphenylsilyl]oxy]-3-[(1S)-1,4-bis[[(1,1-dimethylethyl)diphenylsilyl]oxy]-butyl]-1H-pyrrolo[1,2-a]azepine

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Chemical Name:(3S,9S,9aS)-9-[[(1,1-dimetylethyl)diphenylsilyl]oxy]-3-[(1S)-1,4-bis[[(1,1-dimethylethyl)diphenylsilyl]oxy]-butyl]-1H-pyrrolo[1,2-a]azepine
CAS No.:698976-40-8
Molecular Formula:C₆₁H₇₉NO₃Si₃
Molecular Weight:958.56
Hs Code.:

Synonyms:(3S,9S,9aS)-9-[[(1,1-dimetylethyl)diphenylsilyl]oxy]-3-[(1S)-1,4-bis[[(1,1-dimethylethyl)diphenylsilyl]oxy]-butyl]-1H-pyrrolo[1,2-a]azepine

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Chemical Property of (3S,9S,9aS)-9-[[(1,1-dimetylethyl)diphenylsilyl]oxy]-3-[(1S)-1,4-bis[[(1,1-dimethylethyl)diphenylsilyl]oxy]-butyl]-1H-pyrrolo[1,2-a]azepine

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Technology Process of (3S,9S,9aS)-9-[[(1,1-dimetylethyl)diphenylsilyl]oxy]-3-[(1S)-1,4-bis[[(1,1-dimethylethyl)diphenylsilyl]oxy]-butyl]-1H-pyrrolo[1,2-a]azepine

There total 14 articles about (3S,9S,9aS)-9-[[(1,1-dimetylethyl)diphenylsilyl]oxy]-3-[(1S)-1,4-bis[[(1,1-dimethylethyl)diphenylsilyl]oxy]-butyl]-1H-pyrrolo[1,2-a]azepine 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: 63.2%

: 698976-33-9
(S)-5-{(2S,5S)-5-[(S)-1,4-Bis-(tert-butyl-diphenyl-silanyloxy)-butyl]-pyrrolidin-2-yl}-5-(tert-butyl-diphenyl-silanyloxy)-pentan-1-ol

: 698976-40-8
(3S,9S,9aS)-9-[[(1,1-dimetylethyl)diphenylsilyl]oxy]-3-[(1S)-1,4-bis[[(1,1-dimethylethyl)diphenylsilyl]oxy]-butyl]-1H-pyrrolo[1,2-a]azepine

: (2S,5S)-2-[(S)-1,4-Bis-(tert-butyl-diphenyl-silanyloxy)-butyl]-5-[(S)-5-bromo-1-(tert-butyl-diphenyl-silanyloxy)-pentyl]-pyrrolidine

Guidance literature:: With carbon tetrabromide; triethylamine; triphenylphosphine; In dichloromethane; at 0 - 20 ℃; for 49h;
DOI:10.1055/s-2004-817773

Reference yield:

: 1-[1-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-pentyl]-allylamine

: 698976-40-8
(3S,9S,9aS)-9-[[(1,1-dimetylethyl)diphenylsilyl]oxy]-3-[(1S)-1,4-bis[[(1,1-dimethylethyl)diphenylsilyl]oxy]-butyl]-1H-pyrrolo[1,2-a]azepine

Guidance literature:: Multi-step reaction with 9 steps

1: LiOTf / acetonitrile / 96 h / 130 °C

2: 84 percent / Et₃N / CH₂Cl₂ / -40 °C

3: 92.6 percent / Grubbs' 1st generation catalyst / CH₂Cl₂ / 168 h / Heating

4: 95 percent / H₂ / Pd/C / ethyl acetate / 1 h / 20 °C

5: 100 percent / n-Bu₄NF / tetrahydrofuran / 20 °C

6: 93 percent / aq. NaOH / methanol / 1.5 h / 100 °C / microwave irradiation

7: 81 percent / imidazole / acetonitrile / 48 h / 75 °C

8: 93 percent / aq. ceric ammonium nitrate / acetonitrile; CH₂Cl₂

9: 63.2 percent / PPh₃; CBr₄; Et₃N / CH₂Cl₂ / 49 h / 0 - 20 °C

With 1H-imidazole; sodium hydroxide; ammonium cerium(IV) nitrate; carbon tetrabromide; tetrabutyl ammonium fluoride; hydrogen; lithium trifluoromethanesulfonate; triethylamine; triphenylphosphine; palladium on activated charcoal; Grubbs catalyst first generation; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; acetonitrile;
DOI:10.1055/s-2004-817773

Reference yield:

: 698976-14-6
(1S,5S,7aS)-5-[(1S)-1-[[(1,1-dimetylethyl)dimethylsilyl]oxy]-5-[(4-methoxyphenyl)methoxy]pentyl]-1-[3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]propyl]-5,7a-dihydro-1H,3H-pyrrolo[1,2-c]oxazol-3-one

: 698976-40-8
(3S,9S,9aS)-9-[[(1,1-dimetylethyl)diphenylsilyl]oxy]-3-[(1S)-1,4-bis[[(1,1-dimethylethyl)diphenylsilyl]oxy]-butyl]-1H-pyrrolo[1,2-a]azepine

Guidance literature:: Multi-step reaction with 6 steps

1: 95 percent / H₂ / Pd/C / ethyl acetate / 1 h / 20 °C

2: 100 percent / n-Bu₄NF / tetrahydrofuran / 20 °C

3: 93 percent / aq. NaOH / methanol / 1.5 h / 100 °C / microwave irradiation

4: 81 percent / imidazole / acetonitrile / 48 h / 75 °C

5: 93 percent / aq. ceric ammonium nitrate / acetonitrile; CH₂Cl₂

6: 63.2 percent / PPh₃; CBr₄; Et₃N / CH₂Cl₂ / 49 h / 0 - 20 °C

With 1H-imidazole; sodium hydroxide; ammonium cerium(IV) nitrate; carbon tetrabromide; tetrabutyl ammonium fluoride; hydrogen; triethylamine; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; acetonitrile;
DOI:10.1055/s-2004-817773