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

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Chemical Name:dithiocarbonic acid O-[3-(tert-butyl-diphenyl-silanyloxymethyl)-5-hexyl-decahydro-pyrrolo[2,1-j]quinolin-7-yl] ester S-methyl ester
CAS No.:791635-37-5
Molecular Formula:C₃₇H₅₅NO₂S₂Si
Molecular Weight:638.067
Hs Code.:

dithiocarbonic acid <i>O</i>-[3-(<i>tert</i>-butyl-diphenyl-silanyloxymethyl)-5-hexyl-decahydro-pyrrolo[2,1-<i>j</i>]quinolin-7-yl] ester <i>S</i>-methyl ester

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

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

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

There total 9 articles about dithiocarbonic acid O-[3-(tert-butyl-diphenyl-silanyloxymethyl)-5-hexyl-decahydro-pyrrolo[2,1-j]quinolin-7-yl] ester S-methyl ester 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:

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

: 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

Guidance literature:: Multi-step reaction with 10 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

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

Reference yield:

: 791635-36-4
(3S,5R,7aR,11aS)-3-[[(tert-butyldiphenylsilyl)oxy]methyl]-5-hexyloctahydro-pyrrolo-1H-pyrrolo[2,1-j]quinolin-7(7aH)-one

: 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

Guidance literature:: Multi-step reaction with 2 steps

1.1: 100 percent / NaBH₄ / methanol / 2 h / 20 °C

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

2.2: 72 percent / tetrahydrofuran / 20 °C

With sodium tetrahydroborate; sodium hydride; In tetrahydrofuran; methanol;
DOI:10.1021/ol048353g

Reference yield:

: [1-(tert-butyl-diphenyl-silanyloxymethyl)-4-oxo-octadeca-9,11-dienyl]-carbamic acid tert-butyl ester

: 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

Guidance literature:: Multi-step reaction with 9 steps

1.1: 71 percent / tetrahydrofuran; toluene / 3 h / -10 °C

2.1: 90 percent / K₂CO₃ / methanol; H₂O / 20 °C

3.1: 94 percent / m-CPBA / CH₂Cl₂ / 20 °C

4.1: 80 percent / DMSO; Et₃N; SO₃*pyridine / CH₂Cl₂ / 20 °C

5.1: 66 percent / NH₂NH₂; AcOH / methanol / 2 h / -10 °C

6.1: 90 percent / MnO₂ / CH₂Cl₂ / 48 h / 20 °C

7.1: TFA / CH₂Cl₂ / 2 h / -10 - 20 °C

8.1: 100 percent / NaBH₄ / methanol / 2 h / 20 °C

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

9.2: 72 percent / tetrahydrofuran / 20 °C

With manganese(IV) oxide; sodium tetrahydroborate; pyridine-SO₃ complex; sodium hydride; potassium carbonate; acetic acid; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; hydrazine; In tetrahydrofuran; methanol; dichloromethane; water; toluene; 1.1: aza-Prins cyclization / 5.1: Wharton's rearrangement;
DOI:10.1021/ol048353g