(1S,3aS,5aS,6S,9aR)-1-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-6-(2-methoxymethoxy-ethyl)-dodecahydro-pyrrolo[1,2-a]quinoline

Base Information

Chemical Name:(1S,3aS,5aS,6S,9aR)-1-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-6-(2-methoxymethoxy-ethyl)-dodecahydro-pyrrolo[1,2-a]quinoline
CAS No.:86197-21-9
Molecular Formula:C₃₄H₅₁NO₃Si
Molecular Weight:549.869
Hs Code.:

Synonyms:(1S,3aS,5aS,6S,9aR)-1-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-6-(2-methoxymethoxy-ethyl)-dodecahydro-pyrrolo[1,2-a]quinoline

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Chemical Property of (1S,3aS,5aS,6S,9aR)-1-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-6-(2-methoxymethoxy-ethyl)-dodecahydro-pyrrolo[1,2-a]quinoline

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Technology Process of (1S,3aS,5aS,6S,9aR)-1-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-6-(2-methoxymethoxy-ethyl)-dodecahydro-pyrrolo[1,2-a]quinoline

There total 7 articles about (1S,3aS,5aS,6S,9aR)-1-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-6-(2-methoxymethoxy-ethyl)-dodecahydro-pyrrolo[1,2-a]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: 83.0%

: 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

: 58479-61-1
tert-butylchlorodiphenylsilane

: 86197-21-9
(1S,3aS,5aS,6S,9aR)-1-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-6-(2-methoxymethoxy-ethyl)-dodecahydro-pyrrolo[1,2-a]quinoline

Guidance literature:: With dmap; triethylamine; In dichloromethane; Ambient temperature;
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

: 86197-21-9
(1S,3aS,5aS,6S,9aR)-1-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-6-(2-methoxymethoxy-ethyl)-dodecahydro-pyrrolo[1,2-a]quinoline

Guidance literature:: Multi-step reaction with 6 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

With hydrogenchloride; dmap; potassium hydroxide; sodium tetrahydroborate; perchloric acid; sodium methylate; pyridinium p-toluenesulfonate; triethylamine; In tetrahydrofuran; dichloromethane; chloroform; water; isopropyl alcohol;
DOI:10.1021/ja00354a031

Reference yield:

: 86197-26-4
(2R,4aS,5S,8aR)-2-((E)-5,5-Dimethoxy-pent-3-enyl)-5-(2-methoxymethoxy-ethyl)-octahydro-quinoline-1-carboxylic acid 2,2,2-trichloro-ethyl ester

: 86197-21-9
(1S,3aS,5aS,6S,9aR)-1-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-6-(2-methoxymethoxy-ethyl)-dodecahydro-pyrrolo[1,2-a]quinoline

Guidance literature:: Multi-step reaction with 3 steps

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

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

3: 83 percent / Et₃N, 4-(dimethylamino)pyridine / CH₂Cl₂ / Ambient temperature

With hydrogenchloride; dmap; potassium hydroxide; sodium tetrahydroborate; sodium methylate; triethylamine; In dichloromethane; water; isopropyl alcohol;
DOI:10.1021/ja00354a031