(2R,3S,4R,5R,6R)-2-(acetoxymethyl)-5-amino-6-(cyclohexylthio)-tetrahydro-2H-pyran-3,4-diyl diacetate

Base Information

• Chemical Name: (2R,3S,4R,5R,6R)-2-(acetoxymethyl)-5-amino-6-(cyclohexylthio)-tetrahydro-2H-pyran-3,4-diyl diacetate
• CAS No.: 1002105-43-2
• Molecular Formula: C₁₈H₂₉NO₇S
• Molecular Weight: 403.497

Synonyms:(2R,3S,4R,5R,6R)-2-(acetoxymethyl)-5-amino-6-(cyclohexylthio)-tetrahydro-2H-pyran-3,4-diyl diacetate

Chemical Property of (2R,3S,4R,5R,6R)-2-(acetoxymethyl)-5-amino-6-(cyclohexylthio)-tetrahydro-2H-pyran-3,4-diyl diacetate

Chemical Property:

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Technology Process of (2R,3S,4R,5R,6R)-2-(acetoxymethyl)-5-amino-6-(cyclohexylthio)-tetrahydro-2H-pyran-3,4-diyl diacetate

There total 1 articles about (2R,3S,4R,5R,6R)-2-(acetoxymethyl)-5-amino-6-(cyclohexylthio)-tetrahydro-2H-pyran-3,4-diyl diacetate 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: 65.0%

(2R,3S,4R,5R,6R)-2-(acetoxymethyl)-5-(tert-butoxycarbonylamino)-6-(cyclohexylthio)-tetrahydro-2H-pyran-3,4-diyl diacetate (1002105-41-0) → (2R,3S,4R,5R,6R)-2-(acetoxymethyl)-5-amino-6-(cyclohexylthio)-tetrahydro-2H-pyran-3,4-diyl diacetate (1002105-43-2)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 ℃; for 4h;

DOI:10.1021/jm070669h

Reference yield: 93.0%

(2R,3S,4R,5R,6R)-2-(acetoxymethyl)-5-amino-6-(cyclohexylthio)-tetrahydro-2H-pyran-3,4-diyl diacetate (1002105-43-2) + methanesulfonyl chloride (124-63-0) → (2R,3S,4R,5R,6R)-2-(acetoxymethyl)-6-(cyclohexylthio)-5-(methylsulfonamido)-tetrahydro-2H-pyran-3,4-diyl diacetate (1002105-45-4)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1021/jm070669h

Reference yield: 93.0%

(2R,3S,4R,5R,6R)-2-(acetoxymethyl)-5-amino-6-(cyclohexylthio)-tetrahydro-2H-pyran-3,4-diyl diacetate (1002105-43-2) + p-toluenesulfonyl chloride (98-59-9) → (2R,3S,4R,5R,6R)-2-(acetoxymethyl)-6-(cyclohexylthio)-5-(4-methylphenylsulfonamido)-tetrahydro-2H-pyran-3,4-diyl diacetate (1002105-46-5)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1021/jm070669h

upstream raw materials:

(2R,3S,4R,5R,6R)-2-(acetoxymethyl)-5-(tert-butoxycarbonylamino)-6-(cyclohexylthio)-tetrahydro-2H-pyran-3,4-diyl diacetate

Downstream raw materials:

(2R,3S,4R,5R,6R)-2-(acetoxymethyl)-6-(cyclohexylthio)-5-((E)-4-phenylbut-1-enylsulfonamido)-tetrahydro-2H-pyran-3,4-diyl diacetate

C₂₈H₃₅FN₂O₉S

C₂₈H₃₅FN₂O₉S

C₂₉H₃₇FN₂O₉S

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