benzoic (5S,8S)-2,6-dioxo-1-oxa-7-aza-spiro[4.4]nonane-8-carboxylic anhydride

Base Information

Chemical Name:benzoic (5S,8S)-2,6-dioxo-1-oxa-7-aza-spiro[4.4]nonane-8-carboxylic anhydride
CAS No.:502698-24-0
Molecular Formula:C₁₅H₁₃NO₆
Molecular Weight:303.271
Hs Code.:

Synonyms:benzoic (5S,8S)-2,6-dioxo-1-oxa-7-aza-spiro[4.4]nonane-8-carboxylic anhydride

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Chemical Property of benzoic (5S,8S)-2,6-dioxo-1-oxa-7-aza-spiro[4.4]nonane-8-carboxylic anhydride

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Technology Process of benzoic (5S,8S)-2,6-dioxo-1-oxa-7-aza-spiro[4.4]nonane-8-carboxylic anhydride

There total 4 articles about benzoic (5S,8S)-2,6-dioxo-1-oxa-7-aza-spiro[4.4]nonane-8-carboxylic anhydride 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%

: 502698-23-9
C₁₅H₁₅NO₄

: 502698-24-0
benzoic (5S,8S)-2,6-dioxo-1-oxa-7-aza-spiro[4.4]nonane-8-carboxylic anhydride

Guidance literature:: With ruthenium trichloride; sodium periodate; In tetrachloromethane; water; acetonitrile; at 0 - 20 ℃; for 72h;
DOI:10.1016/S0040-4020(02)01254-1

Reference yield:

: 103201-79-2,1820583-17-2
(3R,7aS)-3-phenyl-tetrahydro-pyrrolo[1,2-c]oxazol-5-one

: 502698-24-0
benzoic (5S,8S)-2,6-dioxo-1-oxa-7-aza-spiro[4.4]nonane-8-carboxylic anhydride

Guidance literature:: Multi-step reaction with 4 steps

1.1: lithium diisopropylamine / tetrahydrofuran / 4 h / -78 °C

1.2: 4.13 g / MoOPH / tetrahydrofuran / 2 h / -78 °C

2.1: BH₃*THF / tetrahydrofuran / 4 h / 0 - 20 °C

2.2: 86 percent / NaOH; H₂O₂ / tetrahydrofuran; H₂O / 0 °C

3.1: 67 percent / Jones reagent / acetone / 4 h / -15 - 0 °C

4.1: 80 percent / NaIO₄; RuCl₃ / acetonitrile; CCl₄; H₂O / 72 h / 0 - 20 °C

With ruthenium trichloride; sodium periodate; jones reagent; borane-THF; lithium diisopropyl amide; In tetrahydrofuran; tetrachloromethane; water; acetone; acetonitrile; 3.1: Jones oxidation;
DOI:10.1016/S0040-4020(02)01254-1

Reference yield:

: 252851-14-2
(2R,5S,7S)-7-allyl-7-hydroxy-2-phenyl-1-aza-3-oxabicyclo[3.3.0]octan-8-one

: 502698-24-0
benzoic (5S,8S)-2,6-dioxo-1-oxa-7-aza-spiro[4.4]nonane-8-carboxylic anhydride

Guidance literature:: Multi-step reaction with 3 steps

1.1: BH₃*THF / tetrahydrofuran / 4 h / 0 - 20 °C

1.2: 86 percent / NaOH; H₂O₂ / tetrahydrofuran; H₂O / 0 °C

2.1: 67 percent / Jones reagent / acetone / 4 h / -15 - 0 °C

3.1: 80 percent / NaIO₄; RuCl₃ / acetonitrile; CCl₄; H₂O / 72 h / 0 - 20 °C

With ruthenium trichloride; sodium periodate; jones reagent; borane-THF; In tetrahydrofuran; tetrachloromethane; water; acetone; acetonitrile; 2.1: Jones oxidation;
DOI:10.1016/S0040-4020(02)01254-1