{(1S,3aS,5aS,6S,9aR)-1-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-dodecahydro-pyrrolo[1,2-a]quinolin-6-yl}-acetaldehyde

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Chemical Name:{(1S,3aS,5aS,6S,9aR)-1-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-dodecahydro-pyrrolo[1,2-a]quinolin-6-yl}-acetaldehyde
CAS No.:75648-76-9
Molecular Formula:C₃₂H₄₅NO₂Si
Molecular Weight:503.8
Hs Code.:

Synonyms:{(1S,3aS,5aS,6S,9aR)-1-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-dodecahydro-pyrrolo[1,2-a]quinolin-6-yl}-acetaldehyde

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Chemical Property of {(1S,3aS,5aS,6S,9aR)-1-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-dodecahydro-pyrrolo[1,2-a]quinolin-6-yl}-acetaldehyde

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Technology Process of {(1S,3aS,5aS,6S,9aR)-1-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-dodecahydro-pyrrolo[1,2-a]quinolin-6-yl}-acetaldehyde

There total 12 articles about {(1S,3aS,5aS,6S,9aR)-1-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-dodecahydro-pyrrolo[1,2-a]quinolin-6-yl}-acetaldehyde 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%

: 75685-52-8
1α,2,3,3aα,4,5,5aβ,6α,7,8,9,9aβ-dodecahydro-1-<2-<(tert-butyldiphenylsilyl)oxy>ethyl>-6-(2-hydroxyethyl)pyrrolo<1,2-a>quinoline

: 75648-76-9
{(1S,3aS,5aS,6S,9aR)-1-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-dodecahydro-pyrrolo[1,2-a]quinolin-6-yl}-acetaldehyde

Guidance literature:: With oxalyl dichloride; In dimethyl sulfoxide;
DOI:10.1021/ja00354a031

Reference yield:

: 86197-20-8
2-<1α,2,3,3aα,4,5aβ,6α,7,8,9,9aβ-dodecahydro-6-<2-(methoxymethoxy)ethyl>pyrrolo<1,2-a>quinol-1-yl>ethanol

: 75648-76-9
{(1S,3aS,5aS,6S,9aR)-1-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-dodecahydro-pyrrolo[1,2-a]quinolin-6-yl}-acetaldehyde

Guidance literature:: Multi-step reaction with 3 steps

1: 83 percent / Et₃N, 4-(dimethylamino)pyridine / CH₂Cl₂ / Ambient temperature

2: 86 percent / 24percent aq. HBr / 1,2-dimethoxy-ethane / 2 h / 50 °C

3: 100 percent / oxalyl chloride / dimethylsulfoxide

With dmap; oxalyl dichloride; hydrogen bromide; triethylamine; In 1,2-dimethoxyethane; dichloromethane; dimethyl sulfoxide;
DOI:10.1021/ja00354a031

Reference yield:

: 86197-17-3
1,2α,3,4,4aβ,5α,6,7,8,8aβ-decahydro-1-<(2,2,2-trichloroethoxy)-carbonyl>-5-<2-(methoxymethoxy)ethyl>-2-<(3-ethylenedioxy)propyl>quinoline

: 75648-76-9
{(1S,3aS,5aS,6S,9aR)-1-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-dodecahydro-pyrrolo[1,2-a]quinolin-6-yl}-acetaldehyde

Guidance literature:: Multi-step reaction with 8 steps

1: 2.2 g / 10percent HClO₄ / tetrahydrofuran / 2.5 h / Ambient temperature

2: CHCl₃ / 81 h / Heating

3: 98 percent / pyridinium p-toluenesulfonate / 1 h

4: KOH / propan-2-ol; H₂O / 48 h / Heating

5: 1.) 1 N HCl, 2.) MeONa, 3.) NaBH₄ / 1.) THF, RT, 1 h, 2.) MeOH-THF, RT, 1 h, 3.) RT, 0.5 h

6: 83 percent / Et₃N, 4-(dimethylamino)pyridine / CH₂Cl₂ / Ambient temperature

7: 86 percent / 24percent aq. HBr / 1,2-dimethoxy-ethane / 2 h / 50 °C

8: 100 percent / oxalyl chloride / dimethylsulfoxide

With hydrogenchloride; dmap; potassium hydroxide; sodium tetrahydroborate; perchloric acid; oxalyl dichloride; hydrogen bromide; sodium methylate; pyridinium p-toluenesulfonate; triethylamine; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; chloroform; water; dimethyl sulfoxide; isopropyl alcohol;
DOI:10.1021/ja00354a031