Cyclohexanol, 3,5-bis[(tetrahydro-2H-pyran-2-yl)oxy]-, (3S,5S)-

Base Information

Chemical Name:Cyclohexanol, 3,5-bis[(tetrahydro-2H-pyran-2-yl)oxy]-, (3S,5S)-
CAS No.:388569-34-4
Molecular Formula:C16H28O5
Molecular Weight:300.395
Hs Code.:
Mol file:388569-34-4.mol

Synonyms:

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Chemical Property of Cyclohexanol, 3,5-bis[(tetrahydro-2H-pyran-2-yl)oxy]-, (3S,5S)-

Chemical Property:

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Technology Process of Cyclohexanol, 3,5-bis[(tetrahydro-2H-pyran-2-yl)oxy]-, (3S,5S)-

There total 10 articles about Cyclohexanol, 3,5-bis[(tetrahydro-2H-pyran-2-yl)oxy]-, (3S,5S)- 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: 99.5%

: 388569-32-2
2-[3-tetrahydro-2H-2-pyranyloxy-5-(tert-butyldimethylsilyloxy)cyclohexyloxy]-tetrahydro-2H-pyran

: 388569-34-4
3,5-di(tetrahydro-2H-2-pyranyloxy)-1-cyclohexanol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 1h;
DOI:10.1021/jo016141g

Reference yield:

: 50409-12-6,13314-30-2
cis,cis-1,3,5-trihydroxycyclohexane

: 388569-34-4
3,5-di(tetrahydro-2H-2-pyranyloxy)-1-cyclohexanol

Guidance literature:: Multi-step reaction with 10 steps

1: 100 percent / pyridine / 0 - 20 °C

2: 90 percent / 0.1 M sodium phosphate buffer; Porcine Liver Esterase / 12 h / 30 °C / pH 7

3: 90 percent / DMAP; Et₃N / CH₂Cl₂ / 12 h / 20 °C

4: 70 percent Turnov_. / 0.1 M sodium phosphate buffer; Porcine Liver Esterase / 2-methyl-propan-2-ol / 48 h / 30 °C / pH 8

5: 99.5 percent / pTsOH*H₂O / CH₂Cl₂ / 2 h / -10 °C

6: 96 percent / K₂CO₃ / methanol / 2 h / 20 °C

7: 100 percent / PPh₃; DEAD / tetrahydrofuran / 2 h / 0 °C

8: 96 percent / K₂CO₃ / methanol / 12 h / 20 °C

9: 90 percent / PTSA / CH₂Cl₂ / 2 h / 0 °C

10: 99.5 percent / TBAF / tetrahydrofuran / 1 h

With porcine liver esterase; dmap; sodium phosphate buffer; tetrabutyl ammonium fluoride; potassium carbonate; toluene-4-sulfonic acid; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; pyridine; methanol; dichloromethane; tert-butyl alcohol;
DOI:10.1021/jo016141g

Reference yield:

: 327622-76-4
cis,cis-3,5-di(methylcarbonyloxy)cyclohexyl acetate

: 388569-34-4
3,5-di(tetrahydro-2H-2-pyranyloxy)-1-cyclohexanol

Guidance literature:: Multi-step reaction with 9 steps

1: 90 percent / 0.1 M sodium phosphate buffer; Porcine Liver Esterase / 12 h / 30 °C / pH 7

2: 90 percent / DMAP; Et₃N / CH₂Cl₂ / 12 h / 20 °C

3: 70 percent Turnov_. / 0.1 M sodium phosphate buffer; Porcine Liver Esterase / 2-methyl-propan-2-ol / 48 h / 30 °C / pH 8

4: 99.5 percent / pTsOH*H₂O / CH₂Cl₂ / 2 h / -10 °C

5: 96 percent / K₂CO₃ / methanol / 2 h / 20 °C

6: 100 percent / PPh₃; DEAD / tetrahydrofuran / 2 h / 0 °C

7: 96 percent / K₂CO₃ / methanol / 12 h / 20 °C

8: 90 percent / PTSA / CH₂Cl₂ / 2 h / 0 °C

9: 99.5 percent / TBAF / tetrahydrofuran / 1 h

With porcine liver esterase; dmap; sodium phosphate buffer; tetrabutyl ammonium fluoride; potassium carbonate; toluene-4-sulfonic acid; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; dichloromethane; tert-butyl alcohol;
DOI:10.1021/jo016141g