6-Oxa-3-azabicyclo[3.1.1]heptane tosylate

Base Information

• Chemical Name: 6-Oxa-3-azabicyclo[3.1.1]heptane tosylate
• CAS No.: 1339953-58-0
• Molecular Formula: C12H17NO4S
• Molecular Weight: 271.337
• Hs Code.: 2934999090
• Mol file: 1339953-58-0.mol

Synonyms:6-Oxa-3-azabicyclo[3.1.1]heptane tosylate;6-Oxa-3-azabicyclo[3.1.1]heptane 4-methylbenzenesulfonate

Chemical Property of 6-Oxa-3-azabicyclo[3.1.1]heptane tosylate

Chemical Property:

• Melting Point: 268-270 °C(Solv: ethyl acetate (141-78-6))
• PSA: 84.01000
• LogP: 2.39840

Purity/Quality:

99%, ^*data from raw suppliers

6-Oxa-3-Azabicyclo[3.1.1]HeptaneTosylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 6-Oxa-3-azabicyclo[3.1.1]heptane tosylate

There total 3 articles about 6-Oxa-3-azabicyclo[3.1.1]heptane tosylate 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: 84.0%

3-(4-methoxybenzyl)-6-oxa-3-azabicyclo[3.1.1]heptane (1339953-54-6) + toluene-4-sulfonic acid (104-15-4) → 6-oxa-3-azabicyclo[3.1.1]heptane 4-methylbenzenesulfonate (1339953-58-0)

Guidance literature:

With 20% palladium hydroxide on charcoal; hydrogen; In methanol; for 36h; under 2587.76 Torr;

DOI:10.1055/s-0030-1260116

Reference yield:

3-(4-methoxybenzyl)-6-oxa-3-azabicyclo[3.1.1]heptan-2-one (1339953-53-5) → 6-oxa-3-azabicyclo[3.1.1]heptane 4-methylbenzenesulfonate (1339953-58-0)

Guidance literature:

Multi-step reaction with 2 steps

1: dimethylsulfide borane complex / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

2: 20% palladium hydroxide on charcoal; hydrogen / methanol / 36 h / 2587.76 Torr

With dimethylsulfide borane complex; 20% palladium hydroxide on charcoal; hydrogen; In tetrahydrofuran; methanol;

DOI:10.1055/s-0030-1260116

Reference yield:

6-(chloromethyl)-4-(4-methoxybenzyl)morpholin-3-one (1033201-59-0) → 6-oxa-3-azabicyclo[3.1.1]heptane 4-methylbenzenesulfonate (1339953-58-0)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium hexamethylsilazane / tetrahydrofuran; toluene / 1.5 h / 0 °C / Inert atmosphere

2: dimethylsulfide borane complex / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

3: 20% palladium hydroxide on charcoal; hydrogen / methanol / 36 h / 2587.76 Torr

With dimethylsulfide borane complex; 20% palladium hydroxide on charcoal; hydrogen; potassium hexamethylsilazane; In tetrahydrofuran; methanol; toluene;

DOI:10.1055/s-0030-1260116

upstream raw materials:

3-(4-methoxybenzyl)-6-oxa-3-azabicyclo[3.1.1]heptan-2-one

3-(4-methoxybenzyl)-6-oxa-3-azabicyclo[3.1.1]heptane

toluene-4-sulfonic acid

6-(chloromethyl)-4-(4-methoxybenzyl)morpholin-3-one

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