(3S*,6S*)-benzyloxycarbonyl-6-<methyl>perhydro-1,2-oxazine-3,6-dicarboxylic acid

Base Information

• Chemical Name: (3S*,6S*)-benzyloxycarbonyl-6-<methyl>perhydro-1,2-oxazine-3,6-dicarboxylic acid
• CAS No.: 96657-51-1
• Molecular Formula: C₁₈H₂₁ClN₂O₉
• Molecular Weight: 444.826
• Mol file: 96657-51-1.mol

Synonyms:(3S*,6S*)-benzyloxycarbonyl-6-<methyl>perhydro-1,2-oxazine-3,6-dicarboxylic acid

Chemical Property of (3S*,6S*)-benzyloxycarbonyl-6-<methyl>perhydro-1,2-oxazine-3,6-dicarboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S*,6S*)-benzyloxycarbonyl-6-<methyl>perhydro-1,2-oxazine-3,6-dicarboxylic acid

There total 1 articles about (3S*,6S*)-benzyloxycarbonyl-6-<methyl>perhydro-1,2-oxazine-3,6-dicarboxylic 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: 58.0%

3-benzyloxycarbonyl-1-<methyl>-2-oxa-3-azabicyclo<2.2.2>oct-5-ene (96657-50-0) → (3S*,6S*)-benzyloxycarbonyl-6-<methyl>perhydro-1,2-oxazine-3,6-dicarboxylic acid (96657-51-1)

Guidance literature:

With potassium permanganate; tetra(n-butyl)ammonium hydrogensulfate; In benzene; for 16h; Ambient temperature;

DOI:10.1016/S0040-4020(01)88799-8

Reference yield: 80.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + (3S*,6S*)-benzyloxycarbonyl-6-<methyl>perhydro-1,2-oxazine-3,6-dicarboxylic acid (96657-51-1) → dimethyl (3S*,6S*)-2-benzyloxycarbonyl-6-<methyl>perhydro-1,2-oxazine-3,6-dicarboxylate (96657-53-3)

Guidance literature:

In diethyl ether; ethyl acetate;

DOI:10.1016/S0040-4020(01)88799-8

Reference yield: 50.0%

benzyl chloroformate (501-53-1,94274-21-2) + (3S*,6S*)-benzyloxycarbonyl-6-<methyl>perhydro-1,2-oxazine-3,6-dicarboxylic acid (96657-51-1) → (3S*,6S*)-2,3-bis(benzyloxycarbonyl)-6-<methyl>perhydro-1,2-oxazine-6-carboxylic acid (108634-84-0)

Guidance literature:

With pyridine; In dichloromethane; Ambient temperature;

DOI:10.1016/S0040-4020(01)87377-4

upstream raw materials:

3-benzyloxycarbonyl-1-<methyl>-2-oxa-3-azabicyclo<2.2.2>oct-5-ene

Downstream raw materials:

dimethyl (3S*,6S*)-2-benzyloxycarbonyl-6-<methyl>perhydro-1,2-oxazine-3,6-dicarboxylate

benzhydryl (3S*,6S*)-2-benzyloxycarbonyl-6-<methyl>-6-methoxycarbonylperhydro-1,2-oxazine-3-carboxylate

methyl (3S*,6S*)-6-benzhydryl-oxycarbonyl-2-benzyloxycarbonyl-6-<methyl>perhydro-1,2-oxazine-3-carboxylate

di(benzhydryl) (3S*,6S*)-2-benzyloxycarbonyl-6-<methyl>perhydro-1,2-oxazine-3,6-dicarboxylate