5-Oxa-2-azaspiro[3.5]nonane-8-carboxylic acid, 1,6-dioxo-, phenylMethyl ester, (4R,8S)-rel-

Base Information

• Chemical Name: 5-Oxa-2-azaspiro[3.5]nonane-8-carboxylic acid, 1,6-dioxo-, phenylMethyl ester, (4R,8S)-rel-
• CAS No.: 144373-57-9
• Molecular Formula: C₁₅H₁₅NO₅
• Molecular Weight: 289.288
• Mol file: 144373-57-9.mol

Synonyms:*-cis)>-1,6-dioxo-5-oxa-2-azaspiro<3.5>nonane-8-carboxylic acid benzyl ester

Chemical Property of 5-Oxa-2-azaspiro[3.5]nonane-8-carboxylic acid, 1,6-dioxo-, phenylMethyl ester, (4R,8S)-rel-

Chemical Property:

• Vapor Pressure: 2.48E-13mmHg at 25°C

Purity/Quality:

≥95% ^*data from raw suppliers

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Technology Process of 5-Oxa-2-azaspiro[3.5]nonane-8-carboxylic acid, 1,6-dioxo-, phenylMethyl ester, (4R,8S)-rel-

There total 2 articles about 5-Oxa-2-azaspiro[3.5]nonane-8-carboxylic acid, 1,6-dioxo-, phenylMethyl ester, (4R,8S)-rel- 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: 93.0%

*-cis)>-2-(tert-butyldimethylsilyl)-1,6-dioxo-5-oxa-2-azaspiro<3.5>nonane-8-carboxylic acid benzyl ester (144373-55-7) → *-cis)>-1,6-dioxo-5-oxa-2-azaspiro<3.5>nonane-8-carboxylic acid benzyl ester (144373-57-9)

Guidance literature:

With tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; for 0.333333h;

DOI:10.1021/jm00104a014

Reference yield:

*-cis)>-2-(tert-butyldimethylsilyl)-6-hydroxy-5-oxa-1-oxo-2-azaspiro<3.5>nonane-8-carboxylic acid benzyl ester → *-cis)>-1,6-dioxo-5-oxa-2-azaspiro<3.5>nonane-8-carboxylic acid benzyl ester (144373-57-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 62 percent / pyridinium chlorochromate, NaOAc / CH₂Cl₂ / 0.5 h

2: 93 percent / tetrabutylammonium fluoride, glacial acetic acid / tetrahydrofuran / 0.33 h

With tetrabutyl ammonium fluoride; sodium acetate; acetic acid; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm00104a014

Reference yield: 82.0%

*-cis)>-1,6-dioxo-5-oxa-2-azaspiro<3.5>nonane-8-carboxylic acid benzyl ester (144373-57-9) → *-cis)>-1,6-dioxo-5-oxa-2-azaspiro<3.5>nonane-8-carboxylic acid (144373-59-1)

Guidance literature:

With hydrogen; palladium on activated charcoal; In tetrahydrofuran; for 3h; under 760 Torr;

DOI:10.1021/jm00104a014

upstream raw materials:

*-cis)>-2-(tert-butyldimethylsilyl)-1,6-dioxo-5-oxa-2-azaspiro<3.5>nonane-8-carboxylic acid benzyl ester

Downstream raw materials:

*-cis)>-1,6-dioxo-5-oxa-2-azaspiro<3.5>nonane-8-carboxylic acid

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