Acetic acid (2R,3R,4S,6R)-3-acetoxy-6-cyclohexylmethoxy-2-methyl-tetrahydro-pyran-4-yl ester

Base Information

Chemical Name:Acetic acid (2R,3R,4S,6R)-3-acetoxy-6-cyclohexylmethoxy-2-methyl-tetrahydro-pyran-4-yl ester
CAS No.:139190-84-4
Molecular Formula:C₁₇H₂₈O₆
Molecular Weight:328.406
Hs Code.:

Synonyms:Acetic acid (2R,3R,4S,6R)-3-acetoxy-6-cyclohexylmethoxy-2-methyl-tetrahydro-pyran-4-yl ester

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Chemical Property of Acetic acid (2R,3R,4S,6R)-3-acetoxy-6-cyclohexylmethoxy-2-methyl-tetrahydro-pyran-4-yl ester

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Technology Process of Acetic acid (2R,3R,4S,6R)-3-acetoxy-6-cyclohexylmethoxy-2-methyl-tetrahydro-pyran-4-yl ester

There total 8 articles about Acetic acid (2R,3R,4S,6R)-3-acetoxy-6-cyclohexylmethoxy-2-methyl-tetrahydro-pyran-4-yl 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: 86.0%

: 131922-38-8
cyclohexylmethyl 3,4-di-O-acetyl-2,6-anhydro-2-thio-β-D-altropyranoside

: 139190-84-4
Acetic acid (2R,3R,4S,6R)-3-acetoxy-6-cyclohexylmethoxy-2-methyl-tetrahydro-pyran-4-yl ester

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; at 110 ℃; for 2h;
DOI:10.1021/ja00099a022

Reference yield:

: 135197-78-3,135197-79-4,135197-83-0,135197-84-1,139190-73-1,139190-76-4,139241-86-4
Acetic acid (2R,3R,4S)-3-acetoxy-2-methyl-6-phenylsulfanyl-tetrahydro-pyran-4-yl ester

: 100-49-2
cyclohexylmethyl alcohol

: 139190-84-4
Acetic acid (2R,3R,4S,6R)-3-acetoxy-6-cyclohexylmethoxy-2-methyl-tetrahydro-pyran-4-yl ester

: 139190-83-3
Acetic acid (2R,3R,4S,6S)-3-acetoxy-6-cyclohexylmethoxy-2-methyl-tetrahydro-pyran-4-yl ester

Guidance literature:: With N-Bromosuccinimide; In tetrahydrofuran; Yield given. Yields of byproduct given; a.) 0 deg C, 1 h, b.) 25 deg C, 16 h;
DOI:10.1016/0040-4039(91)80435-9

Reference yield:

: 100-49-2
cyclohexylmethyl alcohol

: 139190-84-4
Acetic acid (2R,3R,4S,6R)-3-acetoxy-6-cyclohexylmethoxy-2-methyl-tetrahydro-pyran-4-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 4A molecular sieves, Cp₂HfCl₂, AgClO₄ / CH₂Cl₂ / 1.5 h / -10 - 25 °C

2: 86 percent / Bu₃SnH, AIBN / toluene / 2 h / 110 °C

With bis(cyclopentadienyl)hafnium dichloride; 2,2'-azobis(isobutyronitrile); 4 A molecular sieve; tri-n-butyl-tin hydride; silver perchlorate; In dichloromethane; toluene;
DOI:10.1021/ja00099a022