(3S,5R,7aS,11aS)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-5-hexyl-decahydro-pyrrolo[2,1-j]quinoline

Base Information

Chemical Name:(3S,5R,7aS,11aS)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-5-hexyl-decahydro-pyrrolo[2,1-j]quinoline
CAS No.:791635-42-2
Molecular Formula:C₃₅H₅₃NOSi
Molecular Weight:531.897
Hs Code.:

Synonyms:(3S,5R,7aS,11aS)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-5-hexyl-decahydro-pyrrolo[2,1-j]quinoline

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Chemical Property of (3S,5R,7aS,11aS)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-5-hexyl-decahydro-pyrrolo[2,1-j]quinoline

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Technology Process of (3S,5R,7aS,11aS)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-5-hexyl-decahydro-pyrrolo[2,1-j]quinoline

There total 12 articles about (3S,5R,7aS,11aS)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-5-hexyl-decahydro-pyrrolo[2,1-j]quinoline 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: 100.0%

: 791635-37-5
dithiocarbonic acid O-[3-(tert-butyl-diphenyl-silanyloxymethyl)-5-hexyl-decahydro-pyrrolo[2,1-j]quinolin-7-yl] ester S-methyl ester

: 791635-42-2
(3S,5R,7aS,11aS)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-5-hexyl-decahydro-pyrrolo[2,1-j]quinoline

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; at 80 ℃; for 5h;
DOI:10.1021/ol048353g

Reference yield:

: 1225188-10-2
C₃₅H₅₅NO₂Si

: 791635-42-2
(3S,5R,7aS,11aS)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-5-hexyl-decahydro-pyrrolo[2,1-j]quinoline

Guidance literature:: With dmap; carbon tetrabromide; triphenylphosphine; In dichloromethane; at 0 - 20 ℃; diastereoselective reaction;
DOI:10.1002/ejoc.200901422

Reference yield:

: 138629-30-8,138871-56-4
(S)-tert-butyl 2-((tert-butyldiphenylsilyloxy)methyl)-5-oxopyrrolidine-1-carboxylate

: 791635-42-2
(3S,5R,7aS,11aS)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-5-hexyl-decahydro-pyrrolo[2,1-j]quinoline

Guidance literature:: Multi-step reaction with 11 steps

1.1: 3.89 g / t-BuLi / diethyl ether / 2 h / -78 °C

2.1: 71 percent / tetrahydrofuran; toluene / 3 h / -10 °C

3.1: 90 percent / K₂CO₃ / methanol; H₂O / 20 °C

4.1: 94 percent / m-CPBA / CH₂Cl₂ / 20 °C

5.1: 80 percent / DMSO; Et₃N; SO₃*pyridine / CH₂Cl₂ / 20 °C

6.1: 66 percent / NH₂NH₂; AcOH / methanol / 2 h / -10 °C

7.1: 90 percent / MnO₂ / CH₂Cl₂ / 48 h / 20 °C

8.1: TFA / CH₂Cl₂ / 2 h / -10 - 20 °C

9.1: 100 percent / NaBH₄ / methanol / 2 h / 20 °C

10.1: NaH / tetrahydrofuran / 2 h / 20 °C

10.2: 72 percent / tetrahydrofuran / 20 °C

11.1: 100 percent / nBu₃SnH; AIBN / benzene / 5 h / 80 °C

With manganese(IV) oxide; sodium tetrahydroborate; pyridine-SO₃ complex; 2,2'-azobis(isobutyronitrile); tert.-butyl lithium; tri-n-butyl-tin hydride; sodium hydride; potassium carbonate; acetic acid; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; hydrazine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; toluene; benzene; 2.1: aza-Prins cyclization / 6.1: Wharton's rearrangement;
DOI:10.1021/ol048353g