(1R,5S)-7-(2-((tert-butyl)dimethylsilanyloxy)ethyl)-1-((1R)-2-benzyloxy-1-methylethyl)-6-azaspiro[4.5]dec-6-en-6-oxide

Base Information

Chemical Name:(1R,5S)-7-(2-((tert-butyl)dimethylsilanyloxy)ethyl)-1-((1R)-2-benzyloxy-1-methylethyl)-6-azaspiro[4.5]dec-6-en-6-oxide
CAS No.:857685-68-8
Molecular Formula:C₂₇H₄₅NO₃Si
Molecular Weight:459.745
Hs Code.:

Synonyms:(1R,5S)-7-(2-((tert-butyl)dimethylsilanyloxy)ethyl)-1-((1R)-2-benzyloxy-1-methylethyl)-6-azaspiro[4.5]dec-6-en-6-oxide

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Chemical Property of (1R,5S)-7-(2-((tert-butyl)dimethylsilanyloxy)ethyl)-1-((1R)-2-benzyloxy-1-methylethyl)-6-azaspiro[4.5]dec-6-en-6-oxide

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Technology Process of (1R,5S)-7-(2-((tert-butyl)dimethylsilanyloxy)ethyl)-1-((1R)-2-benzyloxy-1-methylethyl)-6-azaspiro[4.5]dec-6-en-6-oxide

There total 8 articles about (1R,5S)-7-(2-((tert-butyl)dimethylsilanyloxy)ethyl)-1-((1R)-2-benzyloxy-1-methylethyl)-6-azaspiro[4.5]dec-6-en-6-oxide 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: 72.0%

: 857685-67-7
1-(R)-(2'-benzyloxy-1'-(R)-methyl-ethyl)-2-(S)-nitro-2-[6''-(tert-butyl-dimethyl-silanyloxy)-4''-oxo-hexyl]-cyclopentane

: 857685-68-8
(1R,5S)-7-(2-((tert-butyl)dimethylsilanyloxy)ethyl)-1-((1R)-2-benzyloxy-1-methylethyl)-6-azaspiro[4.5]dec-6-en-6-oxide

Guidance literature:: With nickel boride; hydrazine hydrate; In ethanol; at 80 ℃; for 2h;
DOI:10.1021/jo047882v

Reference yield:

: 857685-61-1
(2R)-2-((1R)-2-benzyloxy-1-methylethyl)-cyclopentanone oxime

: 857685-68-8
(1R,5S)-7-(2-((tert-butyl)dimethylsilanyloxy)ethyl)-1-((1R)-2-benzyloxy-1-methylethyl)-6-azaspiro[4.5]dec-6-en-6-oxide

Guidance literature:: Multi-step reaction with 8 steps

1.1: 76 percent / dibasic sodium phosphate; crushed urea; m-cloroperoxybenzoic acid / acetonitrile / 2 h / Heating

2.1: 95 percent / Triton B / methanol; 2-methyl-propan-2-ol / 48 h / 20 °C

3.1: 84 percent / NaBH₄ / dioxane; H₂O / 24 h / 20 °C

4.1: 4-(dimethylamino)pyridine; triethylamine / CH₂Cl₂ / 1 h / 0 °C

5.1: 1.03 g / sodium iodide; NaHCO₃ / acetone / 24 h / 20 °C

6.1: tert-butyllithium; hexamethylphosphoramide / tetrahydrofuran / 0.33 h / -78 °C

6.2: 99 percent / tetrahydrofuran / 0.67 h / -78 °C

7.1: 91 percent / CaCO₃; methyl iodide / acetonitrile; H₂O / 24 h / 20 °C

8.1: 72 percent / Ni₂B; NH₂NH₂*H₂O / ethanol / 2 h / 80 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; sodium tetrahydroborate; disodium hydrogenphosphate; nickel boride; tert.-butyl lithium; N-benzyl-trimethylammonium hydroxide; sodium hydrogencarbonate; hydrazine hydrate; triethylamine; 3-chloro-benzenecarboperoxoic acid; urea; calcium carbonate; sodium iodide; methyl iodide; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; water; acetone; acetonitrile; tert-butyl alcohol;
DOI:10.1021/jo047882v

Reference yield:

: 857685-62-2
(1R)-1-((1R)-2-benzyloxy-1-methylethyl)-2-nitrocyclopentane

: 857685-68-8
(1R,5S)-7-(2-((tert-butyl)dimethylsilanyloxy)ethyl)-1-((1R)-2-benzyloxy-1-methylethyl)-6-azaspiro[4.5]dec-6-en-6-oxide

Guidance literature:: Multi-step reaction with 7 steps

1.1: 95 percent / Triton B / methanol; 2-methyl-propan-2-ol / 48 h / 20 °C

2.1: 84 percent / NaBH₄ / dioxane; H₂O / 24 h / 20 °C

3.1: 4-(dimethylamino)pyridine; triethylamine / CH₂Cl₂ / 1 h / 0 °C

4.1: 1.03 g / sodium iodide; NaHCO₃ / acetone / 24 h / 20 °C

5.1: tert-butyllithium; hexamethylphosphoramide / tetrahydrofuran / 0.33 h / -78 °C

5.2: 99 percent / tetrahydrofuran / 0.67 h / -78 °C

6.1: 91 percent / CaCO₃; methyl iodide / acetonitrile; H₂O / 24 h / 20 °C

7.1: 72 percent / Ni₂B; NH₂NH₂*H₂O / ethanol / 2 h / 80 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; sodium tetrahydroborate; nickel boride; tert.-butyl lithium; N-benzyl-trimethylammonium hydroxide; sodium hydrogencarbonate; hydrazine hydrate; triethylamine; calcium carbonate; sodium iodide; methyl iodide; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; water; acetone; acetonitrile; tert-butyl alcohol;
DOI:10.1021/jo047882v