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

Base Information

Chemical Name:3-[(5R,6S)-1-benzyl-8,8-dimethyl-2-oxo-3,7,9-trioxa-1-azaspiro[4.5]decan-6-yl]propanal
CAS No.:1421940-12-6
Molecular Formula:C₁₈H₂₃NO₅
Molecular Weight:333.384
Hs Code.:

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

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

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

There total 9 articles about 3-[(5R,6S)-1-benzyl-8,8-dimethyl-2-oxo-3,7,9-trioxa-1-azaspiro[4.5]decan-6-yl]propanal 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: 80.0%

: 1421940-33-1
(5R,6S)-1-benzyl-6-(3-hydroxypropyl)-8,8-dimethyl-3,7,9-trioxa-1-azaspiro[4.5]decan-2-one

: 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

Guidance literature:: With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In acetonitrile; at 20 ℃; for 0.5h; Inert atmosphere; Reflux;
DOI:10.1016/j.tetasy.2012.12.003

Reference yield:

: 1421940-24-0
ethyl (4S,2E)-4-{(4R)-3-benzyl-4-[(1S)-2-(benzyloxy)-1-hydroxyethyl]-2-oxooxazolidin-4-yl}-4-hydroxybut-2-enoate

: 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

Guidance literature:: Multi-step reaction with 6 steps

1: hydrogen; 5%-palladium/activated carbon / ethanol / 19 h / 20 °C / Inert atmosphere

2: sodium periodate / methanol; water / 1 h / 20 °C / Inert atmosphere

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

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

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

6: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / acetonitrile / 0.5 h / 20 °C / Inert atmosphere; Reflux

With sodium tetrahydroborate; sodium periodate; 5%-palladium/activated carbon; camphor-10-sulfonic acid; hydrogen; diisobutylaluminium hydride; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; acetone; acetonitrile;
DOI:10.1016/j.tetasy.2012.12.003

Reference yield:

: 1421940-28-4
ethyl (4S)-4-{(4R)-3-benzyl-4-[(1S)-1,2-dihydroxyethyl]-2-oxooxazolidin-4-yl}-4-hydroxybutanoate

: 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

Guidance literature:: Multi-step reaction with 5 steps

1: sodium periodate / methanol; water / 1 h / 20 °C / Inert atmosphere

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

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

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

5: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / acetonitrile / 0.5 h / 20 °C / Inert atmosphere; Reflux

With sodium tetrahydroborate; sodium periodate; camphor-10-sulfonic acid; diisobutylaluminium hydride; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; acetone; acetonitrile;
DOI:10.1016/j.tetasy.2012.12.003