(2R,3S,6RS)-3-acetoxy-6-cyclohexyloxy-3,6-dihydro-2H-pyran-2-methanol acetate

Base Information

• Chemical Name: (2R,3S,6RS)-3-acetoxy-6-cyclohexyloxy-3,6-dihydro-2H-pyran-2-methanol acetate
• CAS No.: 61773-60-2
• Molecular Formula: C₁₆H₂₄O₆
• Molecular Weight: 312.363

Synonyms:(2R,3S,6RS)-3-acetoxy-6-cyclohexyloxy-3,6-dihydro-2H-pyran-2-methanol acetate

Chemical Property of (2R,3S,6RS)-3-acetoxy-6-cyclohexyloxy-3,6-dihydro-2H-pyran-2-methanol acetate

Chemical Property:

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Technology Process of (2R,3S,6RS)-3-acetoxy-6-cyclohexyloxy-3,6-dihydro-2H-pyran-2-methanol acetate

There total 3 articles about (2R,3S,6RS)-3-acetoxy-6-cyclohexyloxy-3,6-dihydro-2H-pyran-2-methanol acetate 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%

cyclohexanol (108-93-0) + D-glucal triacetate (2873-29-2) → (2R,3S,6RS)-3-acetoxy-6-cyclohexyloxy-3,6-dihydro-2H-pyran-2-methanol acetate (61773-60-2)

Guidance literature:

With Amberlyst 15 resin; In toluene; at 25 ℃; for 1.8h;

DOI:10.1080/00397910601131353

Reference yield: 76.0%

phenyl 4,6-di-O-acetyl-2,3-dideoxy-1-sulfonyl-α-D-erythro-hex-2-enopyranoside (125472-23-3) + cyclohexanol (108-93-0) → (2R,3S,6RS)-3-acetoxy-6-cyclohexyloxy-3,6-dihydro-2H-pyran-2-methanol acetate (61773-60-2)

Guidance literature:

With sodium hydrogencarbonate; magnesium bromide; In tetrahydrofuran; Ambient temperature; sonication, overnight;

DOI:10.1016/S0040-4020(01)86389-4

Reference yield:

→ (2R,3S,6RS)-3-acetoxy-6-cyclohexyloxy-3,6-dihydro-2H-pyran-2-methanol acetate (61773-60-2)

Guidance literature:

1, Cyclohexanol;

upstream raw materials:

phenyl 4,6-di-O-acetyl-2,3-dideoxy-1-sulfonyl-α-D-erythro-hex-2-enopyranoside

cyclohexanol

D-glucal triacetate

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