(5R,6S)-1-benzyl-6-[(3E)-10-(2-hexyl-1,3-dioxolan-2-yl)dec-3-en-1-yl]-8,8-dimethyl-3,7,9-trioxa-1-azaspiro[4.5]decan-2-one ?

Base Information

Chemical Name:(5R,6S)-1-benzyl-6-[(3E)-10-(2-hexyl-1,3-dioxolan-2-yl)dec-3-en-1-yl]-8,8-dimethyl-3,7,9-trioxa-1-azaspiro[4.5]decan-2-one ?
CAS No.:1421940-52-4
Molecular Formula:C₃₄H₅₃NO₆
Molecular Weight:571.798
Hs Code.:

Synonyms:(5R,6S)-1-benzyl-6-[(3E)-10-(2-hexyl-1,3-dioxolan-2-yl)dec-3-en-1-yl]-8,8-dimethyl-3,7,9-trioxa-1-azaspiro[4.5]decan-2-one ?

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Chemical Property of (5R,6S)-1-benzyl-6-[(3E)-10-(2-hexyl-1,3-dioxolan-2-yl)dec-3-en-1-yl]-8,8-dimethyl-3,7,9-trioxa-1-azaspiro[4.5]decan-2-one ?

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Technology Process of (5R,6S)-1-benzyl-6-[(3E)-10-(2-hexyl-1,3-dioxolan-2-yl)dec-3-en-1-yl]-8,8-dimethyl-3,7,9-trioxa-1-azaspiro[4.5]decan-2-one ?

There total 9 articles about (5R,6S)-1-benzyl-6-[(3E)-10-(2-hexyl-1,3-dioxolan-2-yl)dec-3-en-1-yl]-8,8-dimethyl-3,7,9-trioxa-1-azaspiro[4.5]decan-2-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:

: 1421940-12-6
3-[(5R,6S)-1-benzyl-8,8-dimethyl-2-oxo-3,7,9-trioxa-1-azaspiro[4.5]decan-6-yl]propanal

: 78009-99-1
7-(2-n-hexyl-1,3-dioxolan-2-yl)-n-heptyl-triphenylphosphonium bromide

: 1421940-52-4
(5R,6S)-1-benzyl-6-[(3E)-10-(2-hexyl-1,3-dioxolan-2-yl)dec-3-en-1-yl]-8,8-dimethyl-3,7,9-trioxa-1-azaspiro[4.5]decan-2-one ?

: 1421940-34-2
(5R,6S)-1-benzyl-6-[(3Z)-1-(2-hexyl-1,3-dioxolan-2-yl)dec-3-en-1-yl]-8,8-dimethyl-3,7,9-trioxa-1-azaspiro[4.5]decan-2-one ?

Guidance literature:: 7-(2-n-hexyl-1,3-dioxolan-2-yl)-n-heptyl-triphenylphosphonium bromide; With n-butyllithium; lithium hexamethyldisilazane; In tetrahydrofuran; hexane; at 20 ℃; for 0.0833333h; Inert atmosphere;

3-[(5R,6S)-1-benzyl-8,8-dimethyl-2-oxo-3,7,9-trioxa-1-azaspiro[4.5]decan-6-yl]propanal; In tetrahydrofuran; hexane; for 0.5h; Overall yield = 81 %; Overall yield = 0.69 g; Inert atmosphere;
DOI:10.1016/j.tetasy.2012.12.003

Reference yield:

: 1421940-51-3
C₁₇H₂₁NO₆

: 1421940-52-4
(5R,6S)-1-benzyl-6-[(3E)-10-(2-hexyl-1,3-dioxolan-2-yl)dec-3-en-1-yl]-8,8-dimethyl-3,7,9-trioxa-1-azaspiro[4.5]decan-2-one ?

: 1421940-34-2
(5R,6S)-1-benzyl-6-[(3Z)-1-(2-hexyl-1,3-dioxolan-2-yl)dec-3-en-1-yl]-8,8-dimethyl-3,7,9-trioxa-1-azaspiro[4.5]decan-2-one ?

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium tetrahydroborate / ethanol / 2.17 h / 0 - 20 °C / Inert atmosphere

2.1: camphor-10-sulfonic acid / acetone / 4 h / 20 °C / Inert atmosphere

3.1: diisobutylaluminium hydride / dichloromethane; tetrahydrofuran / 2 h / -15 °C / Inert atmosphere

4.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / acetonitrile / 0.5 h / 20 °C / Inert atmosphere; Reflux

5.1: lithium hexamethyldisilazane; n-butyllithium / tetrahydrofuran; hexane / 0.08 h / 20 °C / Inert atmosphere

5.2: 0.5 h / Inert atmosphere

With sodium tetrahydroborate; n-butyllithium; camphor-10-sulfonic acid; diisobutylaluminium hydride; lithium hexamethyldisilazane; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; ethanol; hexane; dichloromethane; acetone; acetonitrile; 5.1: |Wittig Olefination / 5.2: |Wittig Olefination;
DOI:10.1016/j.tetasy.2012.12.003

Reference yield:

: 1421940-32-0
ethyl 3-[(5R,6S)-1-benzyl-8,8-dimethyl-2-oxo-3,7,9-trioxa-1-azaspiro[4.5]decan-6-yl]propanoate

: 1421940-52-4
(5R,6S)-1-benzyl-6-[(3E)-10-(2-hexyl-1,3-dioxolan-2-yl)dec-3-en-1-yl]-8,8-dimethyl-3,7,9-trioxa-1-azaspiro[4.5]decan-2-one ?

: 1421940-34-2
(5R,6S)-1-benzyl-6-[(3Z)-1-(2-hexyl-1,3-dioxolan-2-yl)dec-3-en-1-yl]-8,8-dimethyl-3,7,9-trioxa-1-azaspiro[4.5]decan-2-one ?

Guidance literature:: Multi-step reaction with 3 steps

1.1: diisobutylaluminium hydride / dichloromethane; tetrahydrofuran / 2 h / -15 °C / Inert atmosphere

2.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / acetonitrile / 0.5 h / 20 °C / Inert atmosphere; Reflux

3.1: lithium hexamethyldisilazane; n-butyllithium / tetrahydrofuran; hexane / 0.08 h / 20 °C / Inert atmosphere

3.2: 0.5 h / Inert atmosphere

With n-butyllithium; diisobutylaluminium hydride; lithium hexamethyldisilazane; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; hexane; dichloromethane; acetonitrile; 3.1: |Wittig Olefination / 3.2: |Wittig Olefination;
DOI:10.1016/j.tetasy.2012.12.003