2-Oxa-7-thia-3-azabicyclo[4.2.0]oct-4-ene-3-carboxylic acid, 1,4-dimethyl-8-oxo-, phenylmethyl ester

Base Information

• Chemical Name: 2-Oxa-7-thia-3-azabicyclo[4.2.0]oct-4-ene-3-carboxylic acid, 1,4-dimethyl-8-oxo-, phenylmethyl ester
• CAS No.: 105687-19-2
• Molecular Formula: C15H15NO4S
• Molecular Weight: 305.354
• Mol file: 105687-19-2.mol

Synonyms:

Chemical Property of 2-Oxa-7-thia-3-azabicyclo[4.2.0]oct-4-ene-3-carboxylic acid, 1,4-dimethyl-8-oxo-, phenylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Oxa-7-thia-3-azabicyclo[4.2.0]oct-4-ene-3-carboxylic acid, 1,4-dimethyl-8-oxo-, phenylmethyl ester

There total 2 articles about 2-Oxa-7-thia-3-azabicyclo[4.2.0]oct-4-ene-3-carboxylic acid, 1,4-dimethyl-8-oxo-, phenylmethyl ester 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: 58.0%

Benzyl N-hydroxycarbamate (3426-71-9) + 3,6-dimethyl-2H-pyran-2-thione (105687-07-8) → benzyl 2a,5-dimethyl-2-oxo-2a,6a-dihydrothieto<2,3-e><1,2>oxazine-4-carboxylate (105687-19-2)

Guidance literature:

With tetrapropylammonium periodate; 4 A molecular sieve; In chloroform; for 0.5h;

DOI:10.1002/hlca.19850680724

Reference yield:

3,6-dimethyl-α-pyrone (53034-20-1) → benzyl 2a,5-dimethyl-2-oxo-2a,6a-dihydrothieto<2,3-e><1,2>oxazine-4-carboxylate (105687-19-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / Lawesson's reagent / toluene / 4 h / Heating

2: 58 percent / tetrapropylammonium periodate, 4-Angstroem molecular sieve / CHCl₃ / 0.5 h

With Lawessons reagent; tetrapropylammonium periodate; 4 A molecular sieve; In chloroform; toluene;

DOI:10.1002/hlca.19850680724

Reference yield: 70.0%

benzyl 2a,5-dimethyl-2-oxo-2a,6a-dihydrothieto<2,3-e><1,2>oxazine-4-carboxylate (105687-19-2) → benzyl 1,5-dimethyl-7-oxo-8-oxa-2-thia-6-azabicyclo<3.2.1>oct-3-ene-6-carboxylate

Guidance literature:

In chloroform-d1; at 55 ℃; for 2h;

DOI:10.1002/hlca.19850680724

upstream raw materials:

Benzyl N-hydroxycarbamate

3,6-dimethyl-2H-pyran-2-thione

3,6-dimethyl-α-pyrone

Refernces