tert-butyl (4R)-1,6-dioxo-2-oxa-5-azaspiro[3.4]octane-5-carboxylate

Base Information

Chemical Name:tert-butyl (4R)-1,6-dioxo-2-oxa-5-azaspiro[3.4]octane-5-carboxylate
CAS No.:287401-45-0
Molecular Formula:C₁₁H₁₅NO₅
Molecular Weight:241.244
Hs Code.:

Synonyms:

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of tert-butyl (4R)-1,6-dioxo-2-oxa-5-azaspiro[3.4]octane-5-carboxylate

Chemical Property:

Vapor Pressure:1.11E-07mmHg at 25°C

Purity/Quality:

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Technology Process of tert-butyl (4R)-1,6-dioxo-2-oxa-5-azaspiro[3.4]octane-5-carboxylate

There total 8 articles about tert-butyl (4R)-1,6-dioxo-2-oxa-5-azaspiro[3.4]octane-5-carboxylate 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: 25.0%

: 287401-42-7
1-oxo-2-oxa-5-aza-spiro[3.4]octane-5-carboxylic acid tert-butyl ester

: 287401-45-0
tert-butyl-3,6-dioxo-2-oxa-5-azaspiro[3.4]octan-5-carboxylate

Guidance literature:: With ruthenium trichloride; sodium periodate; In tetrachloromethane; water; acetonitrile; at 20 ℃; for 25h;
DOI:10.1021/ol0058792

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 287401-45-0
tert-butyl-3,6-dioxo-2-oxa-5-azaspiro[3.4]octan-5-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: 83 percent / Me₄NOH*5H₂O / acetonitrile

2: 100 percent / H₂ / Pd/C / methanol

3: 86 percent / dimethyl azodicarboxylate; Ph₃P / tetrahydrofuran / -78 - 20 °C

4: 25 percent / RuCl₃*xH₂O; NaIO₄ / acetonitrile; CCl₄; H₂O / 25 h / 20 °C

With ruthenium trichloride; sodium periodate; tetramethyl ammoniumhydroxide; hydrogen; dimethyl azodicarboxylate; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; methanol; tetrachloromethane; water; acetonitrile; 1: Substitution / 2: Hydrogenolysis / 3: Cyclization / 4: Oxidation;
DOI:10.1021/ol0058792

Reference yield:

: 81286-82-0
(2R,5S)-2-tert-butyl-1-aza-3-oxabicyclo[3.3.0]octan-4-one

: 287401-45-0
tert-butyl-3,6-dioxo-2-oxa-5-azaspiro[3.4]octan-5-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: LDA / tetrahydrofuran / -78 °C

1.2: tetrahydrofuran / -78 - 20 °C

2.1: 96 percent / aq.HCl / Heating

3.1: 83 percent / Me₄NOH*5H₂O / acetonitrile

4.1: 100 percent / H₂ / Pd/C / methanol

5.1: 86 percent / dimethyl azodicarboxylate; Ph₃P / tetrahydrofuran / -78 - 20 °C

6.1: 25 percent / RuCl₃*xH₂O; NaIO₄ / acetonitrile; CCl₄; H₂O / 25 h / 20 °C

With hydrogenchloride; ruthenium trichloride; sodium periodate; tetramethyl ammoniumhydroxide; hydrogen; dimethyl azodicarboxylate; triphenylphosphine; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; methanol; tetrachloromethane; water; acetonitrile; 1.1: deprotonation / 1.2: Alkylation / 2.1: Hydrolysis / 3.1: Substitution / 4.1: Hydrogenolysis / 5.1: Cyclization / 6.1: Oxidation;
DOI:10.1021/ol0058792