[2R,4aS,6R,8aS]-6-benzyloxy-2,5,5,8a-tetramethyloctahydronaphthalen-1-ylidenehydrazine

Base Information

Chemical Name:[2R,4aS,6R,8aS]-6-benzyloxy-2,5,5,8a-tetramethyloctahydronaphthalen-1-ylidenehydrazine
CAS No.:614719-20-9
Molecular Formula:C₂₁H₃₂N₂O
Molecular Weight:328.498
Hs Code.:

Synonyms:

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Chemical Property of [2R,4aS,6R,8aS]-6-benzyloxy-2,5,5,8a-tetramethyloctahydronaphthalen-1-ylidenehydrazine

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Technology Process of [2R,4aS,6R,8aS]-6-benzyloxy-2,5,5,8a-tetramethyloctahydronaphthalen-1-ylidenehydrazine

There total 1 articles about [2R,4aS,6R,8aS]-6-benzyloxy-2,5,5,8a-tetramethyloctahydronaphthalen-1-ylidenehydrazine 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:

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

: 614719-20-9
[2R,4aS,6R,8aS]-6-benzyloxy-2,5,5,8a-tetramethyloctahydronaphthalen-1-ylidenehydrazine

Guidance literature:: Multi-step reaction with 2 steps

1.1: LDA / tetrahydrofuran; hexane / 1 h / -20 - 0 °C

1.2: tetrahydrofuran; hexane / 0.5 h / 0 °C

2.1: molecular sieves 4 Angstroem; benzyltrimethylammonium fluoride / tetrahydrofuran / 4 h / 20 °C

2.2: 2.16 g / hydrazine; AcOH / ethanol / Heating

With 4 A molecular sieve; trimethyl(benzyl)ammonium fluoride; lithium diisopropyl amide; In tetrahydrofuran; hexane;

Reference yield:

: 614719-20-9
[2R,4aS,6R,8aS]-6-benzyloxy-2,5,5,8a-tetramethyloctahydronaphthalen-1-ylidenehydrazine

: 541501-15-9
[1'⁽²⁾R,2'R,4'aS,6'R,8'aS]-4-benzyloxy-5-cyano-6'-hydroxy-3',4',4'a,5',6',7',8',8'a-octahydro-2',5',5',8'a-tetramethyspiro[benzofuran-2(3H),1'(2'H)-naphthalene]-6-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 0.17 h / -78 °C

1.2: tetrahydrofuran; hexane / 2 h / -78 - 0 °C

2.1: 1.81 g / NaBH₃CN; ZnI₂ / CH₂Cl₂ / 4 h / 0 °C

3.1: thionyl chloride / 2.5 h / Heating

4.1: 66 mg / Raney Ni; hydrogen / tetrahydrofuran; H₂O / 16 h

5.1: hydrogen / Pd/C / ethanol / 8 h

6.1: 389 mg / Amberlyst 15 / CH₂Cl₂ / 72 h / 0 °C

7.1: NBS / CH₂Cl₂ / 2 h / 20 °C

7.2: 212 mg / K₂CO₃; n-Bu₄NI / acetonitrile / 20 °C

8.1: 92 percent / dimethylformamide / 4 h / 100 °C

With N-Bromosuccinimide; n-butyllithium; thionyl chloride; Amberlyst 15; hydrogen; nickel; sodium cyanoborohydride; zinc(II) iodide; palladium on activated charcoal; In tetrahydrofuran; ethanol; hexane; dichloromethane; water; N,N-dimethyl-formamide;

Reference yield:

: 614719-20-9
[2R,4aS,6R,8aS]-6-benzyloxy-2,5,5,8a-tetramethyloctahydronaphthalen-1-ylidenehydrazine

: 541501-18-2
[1'⁽²⁾R,2'R,4'aS,6'R,8'aS]-6'-hydroxy-7-cyano-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 11 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 0.17 h / -78 °C

1.2: tetrahydrofuran; hexane / 2 h / -78 - 0 °C

2.1: 1.81 g / NaBH₃CN; ZnI₂ / CH₂Cl₂ / 4 h / 0 °C

3.1: thionyl chloride / 2.5 h / Heating

4.1: 66 mg / Raney Ni; hydrogen / tetrahydrofuran; H₂O / 16 h

5.1: hydrogen / Pd/C / ethanol / 8 h

6.1: 389 mg / Amberlyst 15 / CH₂Cl₂ / 72 h / 0 °C

7.1: 96 percent / imidazole / CH₂Cl₂ / 20 °C

8.1: NBS / CH₂Cl₂ / 10 h / 20 °C

8.2: 45 percent / TBAF / tetrahydrofuran / 0.5 h / 20 °C

9.1: 95 percent / K₂CO₃; n-Bu₄NI / acetonitrile / 20 °C

10.1: 94 percent / dimethylformamide / 4 h / 100 °C

With 1H-imidazole; N-Bromosuccinimide; n-butyllithium; thionyl chloride; Amberlyst 15; hydrogen; tetra-(n-butyl)ammonium iodide; nickel; sodium cyanoborohydride; potassium carbonate; zinc(II) iodide; palladium on activated charcoal; In tetrahydrofuran; ethanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;