(2R,6S)-benzyl 2-((S)-2-(benzyloxy)pentyl)-6-(2-oxopropyl)piperidine-1-carboxylate

Base Information

Chemical Name:(2R,6S)-benzyl 2-((S)-2-(benzyloxy)pentyl)-6-(2-oxopropyl)piperidine-1-carboxylate
CAS No.:1446447-18-2
Molecular Formula:C₂₈H₃₇NO₄
Molecular Weight:451.606
Hs Code.:

Synonyms:(2R,6S)-benzyl 2-((S)-2-(benzyloxy)pentyl)-6-(2-oxopropyl)piperidine-1-carboxylate

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Chemical Property of (2R,6S)-benzyl 2-((S)-2-(benzyloxy)pentyl)-6-(2-oxopropyl)piperidine-1-carboxylate

Chemical Property:

Purity/Quality:

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Technology Process of (2R,6S)-benzyl 2-((S)-2-(benzyloxy)pentyl)-6-(2-oxopropyl)piperidine-1-carboxylate

There total 18 articles about (2R,6S)-benzyl 2-((S)-2-(benzyloxy)pentyl)-6-(2-oxopropyl)piperidine-1-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:

: C₂₀H₃₁NO₂

: 501-53-1,94274-21-2
benzyl chloroformate

: 1446447-18-2
(2R,6S)-benzyl 2-((S)-2-(benzyloxy)pentyl)-6-(2-oxopropyl)piperidine-1-carboxylate

Guidance literature:: In water; ethyl acetate; at 20 ℃; for 6h; Inert atmosphere;
DOI:10.1016/j.tetasy.2013.05.004

Reference yield:

: 85520-72-5
(4S)-hept-1-en-4-ol

: 1446447-18-2
(2R,6S)-benzyl 2-((S)-2-(benzyloxy)pentyl)-6-(2-oxopropyl)piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 19 steps

1.1: sodium hydride / mineral oil; tetrahydrofuran / 0 °C / Inert atmosphere

1.2: 4 h / 0 - 20 °C / Inert atmosphere

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

3.1: dichloromethane / 5 h / 0 - 20 °C / Inert atmosphere

4.1: diisobutylaluminium hydride / dichloromethane; hexane / 2 h / 0 °C / Inert atmosphere

5.1: titanium(IV) isopropylate; D-(-)-diisopropyl tartrate; p-cumenyl hydroperoxide / dichloromethane / 12 h / -20 °C / Inert atmosphere; Molecular sieve

6.1: sodium bis(2-methoxyethoxy)aluminium dihydride / tetrahydrofuran; toluene / 5 h / 0 °C / Inert atmosphere

7.1: triethylamine / dichloromethane / 6 h / 0 - 20 °C / Inert atmosphere

8.1: triethylamine / dichloromethane / 1 h / 0 °C / Inert atmosphere

9.1: sodium azide / N,N-dimethyl-formamide / 55 °C / Inert atmosphere

10.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere

11.1: water; ethyl acetate / 5 h / 0 - 20 °C / Inert atmosphere

12.1: 2-iodoxybenzoic acid / dichloromethane; 1,2-dichloro-ethane / 8 h / 0 - 20 °C / Inert atmosphere

13.1: dichloromethane / 5 h / 0 - 20 °C / Inert atmosphere

14.1: nickel(II) chloride hexahydrate; hydrogen; sodium tetrahydroborate / methanol / 1 h / 0 - 20 °C

15.1: diisobutylaluminium hydride / dichloromethane; hexane / 2.25 h / 0 °C / Inert atmosphere

16.1: 2-iodoxybenzoic acid / dichloromethane; dimethyl sulfoxide / 6 h / 0 - 20 °C / Inert atmosphere

17.1: tetrahydrofuran / 12 h / 65 °C / Inert atmosphere

18.1: trifluoroacetic acid / isopropyl alcohol / 6 h / 65 °C / Inert atmosphere

18.2: pH 8 - 9 / Inert atmosphere

19.1: water; ethyl acetate / 6 h / 20 °C / Inert atmosphere

With 2,6-dimethylpyridine; titanium(IV) isopropylate; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; lithium aluminium tetrahydride; sodium azide; nickel(II) chloride hexahydrate; p-cumenyl hydroperoxide; 2-iodoxybenzoic acid; water; hydrogen; sodium hydride; diisobutylaluminium hydride; D-(-)-diisopropyl tartrate; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; methanol; hexane; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; 1,2-dichloro-ethane; N,N-dimethyl-formamide; isopropyl alcohol; toluene; mineral oil; 3.1: |Wittig Olefination / 5.1: |Sharpless Asymmetric Epoxidation / 13.1: |Wittig Olefination / 17.1: |Wittig Olefination;
DOI:10.1016/j.tetasy.2013.05.004

Reference yield:

: 1446447-15-9
(5R,7S)-ethyl 7-(benzyloxy)-5-(benzyloxycarbonylamino)decanoate

: 1446447-18-2
(2R,6S)-benzyl 2-((S)-2-(benzyloxy)pentyl)-6-(2-oxopropyl)piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: diisobutylaluminium hydride / dichloromethane; hexane / 2.25 h / 0 °C / Inert atmosphere

2.1: 2-iodoxybenzoic acid / dichloromethane; dimethyl sulfoxide / 6 h / 0 - 20 °C / Inert atmosphere

3.1: tetrahydrofuran / 12 h / 65 °C / Inert atmosphere

4.1: trifluoroacetic acid / isopropyl alcohol / 6 h / 65 °C / Inert atmosphere

4.2: pH 8 - 9 / Inert atmosphere

5.1: water; ethyl acetate / 6 h / 20 °C / Inert atmosphere

With 2-iodoxybenzoic acid; diisobutylaluminium hydride; trifluoroacetic acid; In tetrahydrofuran; hexane; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; isopropyl alcohol; 3.1: |Wittig Olefination;
DOI:10.1016/j.tetasy.2013.05.004