(1S,3aR,7aS)-4-Methyl-6-oxo-4-phenylsulfanylmethyl-hexahydro-pyrano[3,4-c]pyrrole-1,2-dicarboxylic acid 2-tert-butyl ester

Base Information

• Chemical Name: (1S,3aR,7aS)-4-Methyl-6-oxo-4-phenylsulfanylmethyl-hexahydro-pyrano[3,4-c]pyrrole-1,2-dicarboxylic acid 2-tert-butyl ester
• CAS No.: 83220-94-4
• Molecular Formula: C₂₁H₂₇NO₆S
• Molecular Weight: 421.514
• Mol file: 83220-94-4.mol

Synonyms:

Chemical Property of (1S,3aR,7aS)-4-Methyl-6-oxo-4-phenylsulfanylmethyl-hexahydro-pyrano[3,4-c]pyrrole-1,2-dicarboxylic acid 2-tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,3aR,7aS)-4-Methyl-6-oxo-4-phenylsulfanylmethyl-hexahydro-pyrano[3,4-c]pyrrole-1,2-dicarboxylic acid 2-tert-butyl ester

There total 3 articles about (1S,3aR,7aS)-4-Methyl-6-oxo-4-phenylsulfanylmethyl-hexahydro-pyrano[3,4-c]pyrrole-1,2-dicarboxylic acid 2-tert-butyl 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:

benzenesulphinyl chloride (4972-29-6) + N-Boc-kainic acid (75466-86-3) → (1S,3aR,7aS)-4-Methyl-6-oxo-4-phenylsulfanylmethyl-hexahydro-pyrano[3,4-c]pyrrole-1,2-dicarboxylic acid 2-tert-butyl ester (83220-94-4,83289-42-3)

Guidance literature:

With triethylamine; In dichloromethane; at -78 - 20 ℃; Yield given;

DOI:10.1021/jm00355a009

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → (1S,3aR,7aS)-4-Methyl-6-oxo-4-phenylsulfanylmethyl-hexahydro-pyrano[3,4-c]pyrrole-1,2-dicarboxylic acid 2-tert-butyl ester (83220-94-4,83289-42-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / NaOH / H₂O; 2-methyl-propan-2-ol

2: Et₃N / CH₂Cl₂ / -78 - 20 °C

With sodium hydroxide; triethylamine; In dichloromethane; water; tert-butyl alcohol;

DOI:10.1021/jm00355a009

Reference yield:

(-)-kainic acid (487-79-6) → (1S,3aR,7aS)-4-Methyl-6-oxo-4-phenylsulfanylmethyl-hexahydro-pyrano[3,4-c]pyrrole-1,2-dicarboxylic acid 2-tert-butyl ester (83220-94-4,83289-42-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / NaOH / H₂O; 2-methyl-propan-2-ol

2: Et₃N / CH₂Cl₂ / -78 - 20 °C

With sodium hydroxide; triethylamine; In dichloromethane; water; tert-butyl alcohol;

DOI:10.1021/jm00355a009

upstream raw materials:

benzenesulphinyl chloride

N-Boc-kainic acid

di-tert-butyl dicarbonate

(-)-kainic acid