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

Base Information

Chemical Name:(5R,6S)-1-benzyl-6-(3-hydroxypropyl)-8,8-dimethyl-3,7,9-trioxa-1-azaspiro[4.5]decan-2-one
CAS No.:1421940-33-1
Molecular Formula:C₁₈H₂₅NO₅
Molecular Weight:335.4
Hs Code.:

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

There total 8 articles about (5R,6S)-1-benzyl-6-(3-hydroxypropyl)-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: 68.0%

: 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

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

Guidance literature:: With diisobutylaluminium hydride; In tetrahydrofuran; dichloromethane; at -15 ℃; for 2h; Inert atmosphere;
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

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

Guidance literature:: Multi-step reaction with 5 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

With sodium tetrahydroborate; sodium periodate; 5%-palladium/activated carbon; camphor-10-sulfonic acid; hydrogen; diisobutylaluminium hydride; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; acetone;
DOI:10.1016/j.tetasy.2012.12.003

Reference yield:

: 1430738-72-9
C₂₁H₂₃NO₆

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

Guidance literature:: Multi-step reaction with 6 steps

1: benzoic acid / water / 26.5 h / 20 °C / Inert atmosphere

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

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

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

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

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

With sodium tetrahydroborate; sodium periodate; 5%-palladium/activated carbon; camphor-10-sulfonic acid; hydrogen; diisobutylaluminium hydride; benzoic acid; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; acetone;
DOI:10.1016/j.tetasy.2012.12.003