(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

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Chemical Name:(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
CAS No.:698976-33-9
Molecular Formula:C₆₁H₈₁NO₄Si₃
Molecular Weight:976.575
Hs Code.:

Synonyms:(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

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Chemical Property of (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

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Technology Process of (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

There total 10 articles about (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 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: 93.0%

: 698976-27-1
(2S,5S)-2-[(S)-1,4-Bis-(tert-butyl-diphenyl-silanyloxy)-butyl]-5-[(S)-1-(tert-butyl-diphenyl-silanyloxy)-5-(4-methoxy-benzyloxy)-pentyl]-pyrrolidine

: 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

Guidance literature:: With ammonium cerium(IV) nitrate; In dichloromethane; acetonitrile;
DOI:10.1055/s-2004-817773

Reference yield:

: 2-[4-(4-methoxy-benzyloxy)-butyl]-3-vinyl-oxirane

: 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

Guidance literature:: Multi-step reaction with 10 steps

1: 98 percent / aq. ammonia / 0.5 h / 110 °C / microwave irradiation

2: 85 percent / imidazole / acetonitrile / 20 °C

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

4: 84 percent / Et₃N / CH₂Cl₂ / -40 °C

5: 92.6 percent / Grubbs' 1st generation catalyst / CH₂Cl₂ / 168 h / Heating

6: 95 percent / H₂ / Pd/C / ethyl acetate / 1 h / 20 °C

7: 100 percent / n-Bu₄NF / tetrahydrofuran / 20 °C

8: 93 percent / aq. NaOH / methanol / 1.5 h / 100 °C / microwave irradiation

9: 81 percent / imidazole / acetonitrile / 48 h / 75 °C

10: 93 percent / aq. ceric ammonium nitrate / acetonitrile; CH₂Cl₂

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

Reference yield:

: 3-amino-8-(4-methoxy-benzyloxy)-oct-1-en-4-ol

: 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

Guidance literature:: Multi-step reaction with 9 steps

1: 85 percent / imidazole / acetonitrile / 20 °C

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

3: 84 percent / Et₃N / CH₂Cl₂ / -40 °C

4: 92.6 percent / Grubbs' 1st generation catalyst / CH₂Cl₂ / 168 h / Heating

5: 95 percent / H₂ / Pd/C / ethyl acetate / 1 h / 20 °C

6: 100 percent / n-Bu₄NF / tetrahydrofuran / 20 °C

7: 93 percent / aq. NaOH / methanol / 1.5 h / 100 °C / microwave irradiation

8: 81 percent / imidazole / acetonitrile / 48 h / 75 °C

9: 93 percent / aq. ceric ammonium nitrate / acetonitrile; CH₂Cl₂

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