(2R,4aR,6S,7R,8R,8aS)-7-Amino-2-phenyl-6-p-tolylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol

Base Information

• Chemical Name: (2R,4aR,6S,7R,8R,8aS)-7-Amino-2-phenyl-6-p-tolylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol
• CAS No.: 501088-62-6
• Molecular Formula: C₂₀H₂₃NO₄S
• Molecular Weight: 373.473

Synonyms:(2R,4aR,6S,7R,8R,8aS)-7-Amino-2-phenyl-6-p-tolylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol

Chemical Property of (2R,4aR,6S,7R,8R,8aS)-7-Amino-2-phenyl-6-p-tolylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol

Chemical Property:

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Technology Process of (2R,4aR,6S,7R,8R,8aS)-7-Amino-2-phenyl-6-p-tolylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol

There total 1 articles about (2R,4aR,6S,7R,8R,8aS)-7-Amino-2-phenyl-6-p-tolylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol 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: 88.0%

4-methylphenyl 4,6-O-benzylidene-2-deoxyl-1-thio-2-phthalimido-β-D-glucopyranoside (220645-16-9) → (2R,4aR,6S,7R,8R,8aS)-7-Amino-2-phenyl-6-p-tolylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol (501088-62-6)

Guidance literature:

With ethylenediamine; In ethanol; for 16h; Heating;

DOI:10.1016/j.carres.2006.01.007

Reference yield: 95.0%

(2R,4aR,6S,7R,8R,8aS)-7-Amino-2-phenyl-6-p-tolylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol (501088-62-6) + bis(trichloromethyl) carbonate (32315-10-9) → (3aR,4S,5aR,8R,9aS,9bR)-8-Phenyl-4-p-tolylsulfanyl-hexahydro-1,5,7,9-tetraoxa-3-aza-cyclopenta[a]naphthalen-2-one (501088-76-2)

Guidance literature:

With sodium hydrogencarbonate; In dichloromethane; water; at 20 ℃;

Reference yield: 84.0%

(2R,4aR,6S,7R,8R,8aS)-7-Amino-2-phenyl-6-p-tolylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol (501088-62-6) + 4-Nitrophenyl chloroformate (7693-46-1) → (3aR,4S,5aR,8R,9aS,9bR)-8-Phenyl-4-p-tolylsulfanyl-hexahydro-1,5,7,9-tetraoxa-3-aza-cyclopenta[a]naphthalen-2-one (501088-76-2)

Guidance literature:

In water; acetonitrile; at 0 ℃; for 3h;

DOI:10.1016/j.carres.2006.01.007

upstream raw materials:

4-methylphenyl 4,6-O-benzylidene-2-deoxyl-1-thio-2-phthalimido-β-D-glucopyranoside

Downstream raw materials:

(3aR,4S,5aR,8R,9aS,9bR)-8-Phenyl-4-p-tolylsulfanyl-hexahydro-1,5,7,9-tetraoxa-3-aza-cyclopenta[a]naphthalen-2-one

p-tolyl 2-acetamido-4,6-O-benzylidene-2-N,3-O-carbonyl-2-deoxy-1-thio-β-D-glucopyranoside

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