6-Tosyl-2-oxa-6-azaspiro[3.3]heptane-1-carboxylic acid

Base Information

• Chemical Name: 6-Tosyl-2-oxa-6-azaspiro[3.3]heptane-1-carboxylic acid
• CAS No.: 1349199-54-7
• Molecular Formula: C13H15NO5S
• Molecular Weight: 297.3269
• Hs Code.: 2934999090
• Mol file: 1349199-54-7.mol

Synonyms:6-Tosyl-2-oxa-6-azaspiro[3.3]heptane-1-carboxylic acid

Chemical Property of 6-Tosyl-2-oxa-6-azaspiro[3.3]heptane-1-carboxylic acid

Chemical Property:

• PSA: 92.29000
• LogP: 1.48780
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C

Purity/Quality:

99%, ^*data from raw suppliers

6-Tosyl-2-oxa-6-azaspiro[3.3]heptane-1-carboxylic acid 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
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MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 6-Tosyl-2-oxa-6-azaspiro[3.3]heptane-1-carboxylic acid

There total 3 articles about 6-Tosyl-2-oxa-6-azaspiro[3.3]heptane-1-carboxylic acid 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%

1-(furan-2-yl)-6-tosyl-2-oxa-6-azaspiro[3.3]heptane (1349199-53-6) → 6-tosyl-2-oxa-6-azaspiro[3.3]heptane-1-carboxylic acid (1349199-54-7)

Guidance literature:

With sodium periodate; ruthenium(III) trichloride hydrate; water; In tetrachloromethane; acetonitrile; at 0 ℃; for 0.666667h;

DOI:10.1021/ol2028459

Reference yield:

(3-(bromomethyl)-1-tosylazetidin-3-yl)(furan-2-yl)methanol (1349199-52-5) → 6-tosyl-2-oxa-6-azaspiro[3.3]heptane-1-carboxylic acid (1349199-54-7)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / methanol / 19 h / 50 - 60 °C / Inert atmosphere

2: sodium periodate; ruthenium(III) trichloride hydrate; water / tetrachloromethane; acetonitrile / 0.67 h / 0 °C

With sodium periodate; ruthenium(III) trichloride hydrate; water; potassium carbonate; In methanol; tetrachloromethane; acetonitrile;

DOI:10.1021/ol2028459

Reference yield:

3-(bromomethyl)-1-tosylazetidine-3-carbaldehyde (1233143-50-4) → 6-tosyl-2-oxa-6-azaspiro[3.3]heptane-1-carboxylic acid (1349199-54-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran; hexanes / 1.05 h / -78 - -60 °C / Inert atmosphere

1.2: 0.25 h / -78 °C / Inert atmosphere

2.1: potassium carbonate / methanol / 19 h / 50 - 60 °C / Inert atmosphere

3.1: sodium periodate; ruthenium(III) trichloride hydrate; water / tetrachloromethane; acetonitrile / 0.67 h / 0 °C

With sodium periodate; n-butyllithium; ruthenium(III) trichloride hydrate; water; potassium carbonate; In tetrahydrofuran; methanol; tetrachloromethane; hexanes; acetonitrile;

DOI:10.1021/ol2028459

upstream raw materials:

3-(bromomethyl)-1-tosylazetidine-3-carbaldehyde

(3-(bromomethyl)-1-tosylazetidin-3-yl)(furan-2-yl)methanol

1-(furan-2-yl)-6-tosyl-2-oxa-6-azaspiro[3.3]heptane

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