(4aS,6R,8aS)-6-Benzyloxy-2,5,5,8a-tetramethyl-octahydro-naphthalen-1-one

Base Information

Chemical Name:(4aS,6R,8aS)-6-Benzyloxy-2,5,5,8a-tetramethyl-octahydro-naphthalen-1-one
CAS No.:541501-02-4
Molecular Formula:C₂₁H₃₀O₂
Molecular Weight:314.468
Hs Code.:

Synonyms:(4aS,6R,8aS)-6-Benzyloxy-2,5,5,8a-tetramethyl-octahydro-naphthalen-1-one

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Chemical Property of (4aS,6R,8aS)-6-Benzyloxy-2,5,5,8a-tetramethyl-octahydro-naphthalen-1-one

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Technology Process of (4aS,6R,8aS)-6-Benzyloxy-2,5,5,8a-tetramethyl-octahydro-naphthalen-1-one

There total 1 articles about (4aS,6R,8aS)-6-Benzyloxy-2,5,5,8a-tetramethyl-octahydro-naphthalen-1-one 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: 82.0%

: 155486-89-8
(-)-(4aS,6R,8aS)-3,4,4a,5,6,7,8,8a-octahydro-6-benzyloxy-5,5,8a-trimethyl-1(2H)-naphthalenone

: 74-88-4
methyl iodide

: 541501-02-4
(4aS,6R,8aS)-6-Benzyloxy-2,5,5,8a-tetramethyl-octahydro-naphthalen-1-one

Guidance literature:: (-)-(4aS,6R,8aS)-3,4,4a,5,6,7,8,8a-octahydro-6-benzyloxy-5,5,8a-trimethyl-1(2H)-naphthalenone; With chloro-trimethyl-silane; lithium diisopropyl amide;

methyl iodide;
DOI:10.1021/ol030039j

Reference yield: 84.0%

: 541501-02-4
(4aS,6R,8aS)-6-Benzyloxy-2,5,5,8a-tetramethyl-octahydro-naphthalen-1-one

: [(4aR,6R,8aS)-6-Benzyloxy-2,5,5,8a-tetramethyl-octahydro-naphthalen-(1E)-ylidene]-hydrazine

Guidance literature:: With hydrazine; In ethanol; Heating;
DOI:10.1021/ol030039j

Reference yield:

: 541501-02-4
(4aS,6R,8aS)-6-Benzyloxy-2,5,5,8a-tetramethyl-octahydro-naphthalen-1-one

: 541501-16-0
[1'⁽²⁾R,2'R,4'aS,6'R,8'aS]-4-(tert-butyldiphenylsilyloxy)-6'-hydroxy-3',4',4'a,5',6',7',8',8'a-octahydro-2',5',5',8'a-tetramethylspiro[benzofuran-2(3H),1'(2'H)-naphthalene]-6-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 10 steps

1.1: 84 percent / NH₂NH₂ / ethanol / Heating

2.1: I₂; DBU / diethyl ether

2.2: 86 percent / DBU / benzene

3.1: 83 percent / t-BuLi / tetrahydrofuran / -78 °C

4.1: 85 percent / n-BuLi / tetrahydrofuran / -78 °C

5.1: 83 percent / NaBH₃CN; ZnI₂ / CH₂Cl₂

6.1: 89 percent / SOCl₂ / Heating

7.1: 94 percent / H₂ / Raney Ni / tetrahydrofuran; H₂O

8.1: 100 percent / H₂ / 10 percent Pd/C / ethanol

9.1: Amberlyst 15 / CH₂Cl₂ / 12 h / 20 °C

10.1: imidazole / CH₂Cl₂ / 20 °C

With 1H-imidazole; n-butyllithium; thionyl chloride; Amberlyst 15; hydrogen; iodine; tert.-butyl lithium; sodium cyanoborohydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; zinc(II) iodide; hydrazine; palladium on activated charcoal; nickel; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water;
DOI:10.1021/ol030039j