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

Base Information

Chemical Name:ethyl 3-[(5R,6S)-1-benzyl-8,8-dimethyl-2-oxo-3,7,9-trioxa-1-azaspiro[4.5]decan-6-yl]propanoate
CAS No.:1421940-32-0
Molecular Formula:C₂₀H₂₇NO₆
Molecular Weight:377.437
Hs Code.:

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

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

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

There total 7 articles about ethyl 3-[(5R,6S)-1-benzyl-8,8-dimethyl-2-oxo-3,7,9-trioxa-1-azaspiro[4.5]decan-6-yl]propanoate 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: 83.0%

: 1421940-30-8
ethyl (4S)-4-[(4R)-3-benzyl-4-(hydroxymethyl)-2-oxooxazolidin-4-yl]-4-hydroxybutanoate

: 77-76-9
2,2-dimethoxy-propane

: 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

Guidance literature:: With camphor-10-sulfonic acid; In acetone; at 20 ℃; for 4h; 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

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

Guidance literature:: Multi-step reaction with 4 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

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

Reference yield:

: 1430738-72-9
C₂₁H₂₃NO₆

: 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

Guidance literature:: Multi-step reaction with 5 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

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