(2R,3S,4R)-3,4-Dimethoxy-2-methoxymethyl-6-phenylmethanesulfonyl-tetrahydro-pyran

Base Information

• Chemical Name: (2R,3S,4R)-3,4-Dimethoxy-2-methoxymethyl-6-phenylmethanesulfonyl-tetrahydro-pyran
• CAS No.: 217456-67-2
• Molecular Formula: C₁₆H₂₄O₆S
• Molecular Weight: 344.429

Synonyms:(2R,3S,4R)-3,4-Dimethoxy-2-methoxymethyl-6-phenylmethanesulfonyl-tetrahydro-pyran

Chemical Property of (2R,3S,4R)-3,4-Dimethoxy-2-methoxymethyl-6-phenylmethanesulfonyl-tetrahydro-pyran

Chemical Property:

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Technology Process of (2R,3S,4R)-3,4-Dimethoxy-2-methoxymethyl-6-phenylmethanesulfonyl-tetrahydro-pyran

There total 1 articles about (2R,3S,4R)-3,4-Dimethoxy-2-methoxymethyl-6-phenylmethanesulfonyl-tetrahydro-pyran 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: 95.0%

(2R,3S,4R)-6-Benzylsulfanyl-3,4-dimethoxy-2-methoxymethyl-tetrahydro-pyran → (2R,3S,4R)-3,4-Dimethoxy-2-methoxymethyl-6-phenylmethanesulfonyl-tetrahydro-pyran (217456-67-2)

Guidance literature:

With MMPA;

DOI:10.1016/S0040-4039(98)01881-4

Reference yield: 72.0%

(2R,3S,4R)-3,4-Dimethoxy-2-methoxymethyl-6-phenylmethanesulfonyl-tetrahydro-pyran (217456-67-2) → (2R,3S,4R)-3,4-Dimethoxy-2-methoxymethyl-6-[1-phenyl-meth-(Z)-ylidene]-tetrahydro-pyran

Guidance literature:

With aluminum oxide; potassium hydroxide; dibromodifluoromethane; In dichloromethane; tert-butyl alcohol; at 5 ℃; for 2h;

DOI:10.1016/S0040-4039(98)01881-4

Reference yield:

(2R,3S,4R)-3,4-Dimethoxy-2-methoxymethyl-6-phenylmethanesulfonyl-tetrahydro-pyran (217456-67-2) → (2R,3S,4R,6S)-6-Benzyl-3,4-dimethoxy-2-methoxymethyl-tetrahydro-pyran

Guidance literature:

Multi-step reaction with 2 steps

1: 72 percent / 40percent KOH/alumina, CF₂Br₂ / CH₂Cl₂; 2-methyl-propan-2-ol / 2 h / 5 °C

2: 73 percent / H₂, 10percent Pd/C / ethyl acetate / 760 Torr / Ambient temperature

With aluminum oxide; potassium hydroxide; palladium on activated charcoal; dibromodifluoromethane; hydrogen; In dichloromethane; ethyl acetate; tert-butyl alcohol;

DOI:10.1016/S0040-4039(98)01881-4

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