(3R,6S)-3-Acetoxy-6-cyclohexyloxy-3,6-dihydro-pyran-2,2-dicarboxylic acid diethyl ester

Base Information

Chemical Name:(3R,6S)-3-Acetoxy-6-cyclohexyloxy-3,6-dihydro-pyran-2,2-dicarboxylic acid diethyl ester
CAS No.:78138-47-3
Molecular Formula:C₁₉H₂₈O₈
Molecular Weight:384.427
Hs Code.:

Synonyms:(3R,6S)-3-Acetoxy-6-cyclohexyloxy-3,6-dihydro-pyran-2,2-dicarboxylic acid diethyl ester

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Chemical Property of (3R,6S)-3-Acetoxy-6-cyclohexyloxy-3,6-dihydro-pyran-2,2-dicarboxylic acid diethyl ester

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Technology Process of (3R,6S)-3-Acetoxy-6-cyclohexyloxy-3,6-dihydro-pyran-2,2-dicarboxylic acid diethyl ester

There total 5 articles about (3R,6S)-3-Acetoxy-6-cyclohexyloxy-3,6-dihydro-pyran-2,2-dicarboxylic acid diethyl 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: 97.0%

: 78138-40-6,78138-41-7
ethyl 1,4-di-O-acetyl-2,3-dideoxy-5-C-ethoxycarbonyl-α-DL-threo-hex-2-enopyranuronate

: 108-93-0
cyclohexanol

: 78138-47-3
(3R,6S)-3-Acetoxy-6-cyclohexyloxy-3,6-dihydro-pyran-2,2-dicarboxylic acid diethyl ester

Guidance literature:: boron trifluoride diethyl etherate; In acetonitrile; at 5 ℃; for 3h;
DOI:10.1016/S0008-6215(00)85244-1

Reference yield: 96.0%

: 78138-40-6,78138-41-7
ethyl 1,4-di-O-acetyl-2,3-dideoxy-5-C-ethoxycarbonyl-β-DL-threo-hex-2-enopyranuronate

: 108-93-0
cyclohexanol

: 78138-47-3
(3R,6S)-3-Acetoxy-6-cyclohexyloxy-3,6-dihydro-pyran-2,2-dicarboxylic acid diethyl ester

Guidance literature:: boron trifluoride diethyl etherate; In acetonitrile; at 5 ℃; for 3h;
DOI:10.1016/S0008-6215(00)85244-1

Reference yield:

: 609-09-6
Diethyl ketomalonate

: 78138-47-3
(3R,6S)-3-Acetoxy-6-cyclohexyloxy-3,6-dihydro-pyran-2,2-dicarboxylic acid diethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 87 percent / hydroquinone / benzene / 20 h / 140 °C

2: 92 percent / toluene-p-sulfonic acid / acetic acid; acetic anhydride / 24 h / Ambient temperature

3: 97 percent / boron trifluoride etherate / acetonitrile / 3 h / 5 °C

With hydroquinone; boron trifluoride diethyl etherate; toluene-4-sulfonic acid; In acetic anhydride; acetic acid; acetonitrile; benzene;
DOI:10.1016/S0008-6215(00)85244-1