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

Base Information

• Chemical Name: tert-butyl (1S,2R)-2-hydroxy-3-oxo-1-phenyl-3-(2-oxa-6-azaspiro[3.3]heptan-6-yl)-propylcarbamate
• CAS No.: 1449279-92-8
• Molecular Formula: C₁₉H₂₆N₂O₅
• Molecular Weight: 362.426
• Mol file: 1449279-92-8.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 5 articles about tert-butyl (1S,2R)-2-hydroxy-3-oxo-1-phenyl-3-(2-oxa-6-azaspiro[3.3]heptan-6-yl)-propylcarbamate 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: 36.0%

(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) → tert-butyl (1S,2R)-2-hydroxy-3-oxo-1-phenyl-3-(2-oxa-6-azaspiro[3.3]heptan-6-yl)-propylcarbamate (1449279-92-8)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; at 20 ℃; for 12h;

DOI:10.1016/j.fitote.2013.10.015

Reference yield:

6-(p-toluenesulfonyl)-2-oxa-6-azaspiro[3.3]heptane (13573-28-9) → tert-butyl (1S,2R)-2-hydroxy-3-oxo-1-phenyl-3-(2-oxa-6-azaspiro[3.3]heptan-6-yl)-propylcarbamate (1449279-92-8)

Guidance literature:

Multi-step reaction with 4 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

4: toluene-4-sulfonic acid / methanol / 12 h / 20 °C

With toluene-4-sulfonic acid; 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-oxa-6-azaspiro[3.3]heptan-6-ium carboxyformate (1159599-99-1,1045709-32-7,1254966-66-9) → tert-butyl (1S,2R)-2-hydroxy-3-oxo-1-phenyl-3-(2-oxa-6-azaspiro[3.3]heptan-6-yl)-propylcarbamate (1449279-92-8)

Guidance literature:

Multi-step reaction with 2 steps

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

2: toluene-4-sulfonic acid / methanol / 12 h / 20 °C

With toluene-4-sulfonic acid; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In tetrahydrofuran; methanol;

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

2-oxa-6-azaspiro[3.3]heptane

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