(4S,5R)-tert-butyl-2-(4-methoxyphenyl)-4-phenyl-5-(2-oxa-6-azaspiro[3.3]heptane-6-carbonyl)oxazolidine-3-carboxylate

Base Information

• Chemical Name: (4S,5R)-tert-butyl-2-(4-methoxyphenyl)-4-phenyl-5-(2-oxa-6-azaspiro[3.3]heptane-6-carbonyl)oxazolidine-3-carboxylate
• CAS No.: 1449279-90-6
• Molecular Formula: C₂₇H₃₂N₂O₆
• Molecular Weight: 480.561
• Mol file: 1449279-90-6.mol

Synonyms:(4S,5R)-tert-butyl-2-(4-methoxyphenyl)-4-phenyl-5-(2-oxa-6-azaspiro[3.3]heptane-6-carbonyl)oxazolidine-3-carboxylate

Chemical Property of (4S,5R)-tert-butyl-2-(4-methoxyphenyl)-4-phenyl-5-(2-oxa-6-azaspiro[3.3]heptane-6-carbonyl)oxazolidine-3-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4S,5R)-tert-butyl-2-(4-methoxyphenyl)-4-phenyl-5-(2-oxa-6-azaspiro[3.3]heptane-6-carbonyl)oxazolidine-3-carboxylate

There total 4 articles about (4S,5R)-tert-butyl-2-(4-methoxyphenyl)-4-phenyl-5-(2-oxa-6-azaspiro[3.3]heptane-6-carbonyl)oxazolidine-3-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: 95.0%

2-oxa-6-azaspiro[3.3]heptan-6-ium carboxyformate (1159599-99-1,1045709-32-7,1254966-66-9) + acide (4S,5R)-N-(tert-butoxycarbonyl)-2-(4-O-methoxyphenyl)-4-phenyl-5-oxazolidine carboxylique (196404-55-4) → (4S,5R)-tert-butyl-2-(4-methoxyphenyl)-4-phenyl-5-(2-oxa-6-azaspiro[3.3]heptane-6-carbonyl)oxazolidine-3-carboxylate (1449279-90-6)

Guidance literature:

With N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In tetrahydrofuran; at 20 ℃; for 24h;

DOI:10.1016/j.fitote.2013.10.015

Reference yield:

6-(p-toluenesulfonyl)-2-oxa-6-azaspiro[3.3]heptane (13573-28-9) → (4S,5R)-tert-butyl-2-(4-methoxyphenyl)-4-phenyl-5-(2-oxa-6-azaspiro[3.3]heptane-6-carbonyl)oxazolidine-3-carboxylate (1449279-90-6)

Guidance literature:

Multi-step reaction with 3 steps

1: magnesium / methanol / 1 h / Sonication

2: ethanol; diethyl ether

3: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / tetrahydrofuran / 24 h / 20 °C

With magnesium; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In tetrahydrofuran; methanol; diethyl ether; ethanol;

DOI:10.1016/j.fitote.2013.10.015

Reference yield:

2,2-bis(bromomethyl)-3-bromo-propan-1-ol (1522-92-5) → (4S,5R)-tert-butyl-2-(4-methoxyphenyl)-4-phenyl-5-(2-oxa-6-azaspiro[3.3]heptane-6-carbonyl)oxazolidine-3-carboxylate (1449279-90-6)

Guidance literature:

Multi-step reaction with 4 steps

1: potassium hydroxide / ethanol / 90 h / Reflux

2: magnesium / methanol / 1 h / Sonication

3: ethanol; diethyl ether

4: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / tetrahydrofuran / 24 h / 20 °C

With magnesium; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; potassium hydroxide; In tetrahydrofuran; methanol; diethyl ether; ethanol;

DOI:10.1016/j.fitote.2013.10.015

upstream raw materials:

6-(p-toluenesulfonyl)-2-oxa-6-azaspiro[3.3]heptane

2-oxa-6-azaspiro[3.3]heptan-6-ium carboxyformate

acide (4S,5R)-N-(tert-butoxycarbonyl)-2-(4-O-methoxyphenyl)-4-phenyl-5-oxazolidine carboxylique

2-oxa-6-azaspiro[3.3]heptane

Downstream raw materials:

tert-butyl (1S,2R)-2-hydroxy-3-oxo-1-phenyl-3-(2-oxa-6-azaspiro[3.3]heptan-6-yl)-propylcarbamate