(S)-benzyl 6-((R)-2-(benzyloxy)pentyl)-5,6-dihydropyridine-1(2H)-carboxylate

Base Information

Chemical Name:(S)-benzyl 6-((R)-2-(benzyloxy)pentyl)-5,6-dihydropyridine-1(2H)-carboxylate
CAS No.:1353725-08-2
Molecular Formula:C₂₅H₃₁NO₃
Molecular Weight:393.526
Hs Code.:

Synonyms:(S)-benzyl 6-((R)-2-(benzyloxy)pentyl)-5,6-dihydropyridine-1(2H)-carboxylate

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Chemical Property of (S)-benzyl 6-((R)-2-(benzyloxy)pentyl)-5,6-dihydropyridine-1(2H)-carboxylate

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Technology Process of (S)-benzyl 6-((R)-2-(benzyloxy)pentyl)-5,6-dihydropyridine-1(2H)-carboxylate

There total 10 articles about (S)-benzyl 6-((R)-2-(benzyloxy)pentyl)-5,6-dihydropyridine-1(2H)-carboxylate 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: 87.0%

: 1353725-07-1
benzyl allyl((4R,6S)-6-(benzyloxy)non-1-en-4-yl)carbamate

: 1353725-08-2
(S)-benzyl 6-((R)-2-(benzyloxy)pentyl)-5,6-dihydropyridine-1(2H)-carboxylate

Guidance literature:: With Grubbs catalyst first generation; In dichloromethane; for 2h; Inert atmosphere;
DOI:10.1016/j.tet.2011.11.045

Reference yield:

: 495384-65-1
(R)-((hept-1-en-4-yloxy)methyl)benzene

: 1353725-08-2
(S)-benzyl 6-((R)-2-(benzyloxy)pentyl)-5,6-dihydropyridine-1(2H)-carboxylate

Guidance literature:: Multi-step reaction with 8 steps

1.1: 2,6-dimethylpyridine; sodium periodate; osmium(VIII) oxide / 1,4-dioxane; water; toluene / 4.5 h / 0 - 20 °C / Inert atmosphere

2.1: titanium(IV) isopropylate; (S)-[1,1']-binaphthalenyl-2,2'-diol / dichloromethane / 0.17 h / Inert atmosphere; Molecular sieve

2.2: 16 h / -78 - -20 °C / Inert atmosphere

3.1: triethylamine / dichloromethane / 0 °C / Inert atmosphere

4.1: sodium azide / N,N-dimethyl-formamide / 3 h / 50 °C / Inert atmosphere

5.1: triphenylphosphine / methanol / 5 h / 0 - 20 °C / Inert atmosphere

6.1: potassium carbonate / methanol / 3 h / 0 °C / Inert atmosphere

7.1: water; ethyl acetate / 4 h / 0 - 20 °C / Inert atmosphere

8.1: Grubbs catalyst first generation / dichloromethane / 2 h / Inert atmosphere

With 2,6-dimethylpyridine; Grubbs catalyst first generation; titanium(IV) isopropylate; sodium periodate; osmium(VIII) oxide; sodium azide; (S)-[1,1']-binaphthalenyl-2,2'-diol; potassium carbonate; triethylamine; triphenylphosphine; In 1,4-dioxane; methanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene; 2.2: Keck allylation;
DOI:10.1016/j.tet.2011.11.045

Reference yield:

: 1229648-44-5
(R)-3-(benzyloxy)hexanal

: 1353725-08-2
(S)-benzyl 6-((R)-2-(benzyloxy)pentyl)-5,6-dihydropyridine-1(2H)-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1.1: titanium(IV) isopropylate; (S)-[1,1']-binaphthalenyl-2,2'-diol / dichloromethane / 0.17 h / Inert atmosphere; Molecular sieve

1.2: 16 h / -78 - -20 °C / Inert atmosphere

2.1: triethylamine / dichloromethane / 0 °C / Inert atmosphere

3.1: sodium azide / N,N-dimethyl-formamide / 3 h / 50 °C / Inert atmosphere

4.1: triphenylphosphine / methanol / 5 h / 0 - 20 °C / Inert atmosphere

5.1: potassium carbonate / methanol / 3 h / 0 °C / Inert atmosphere

6.1: water; ethyl acetate / 4 h / 0 - 20 °C / Inert atmosphere

7.1: Grubbs catalyst first generation / dichloromethane / 2 h / Inert atmosphere

With Grubbs catalyst first generation; titanium(IV) isopropylate; sodium azide; (S)-[1,1']-binaphthalenyl-2,2'-diol; potassium carbonate; triethylamine; triphenylphosphine; In methanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; 1.2: Keck allylation;
DOI:10.1016/j.tet.2011.11.045