(2R,6R)-2,6-dimethyl-7-tetrahydropyranyloxyheptyl p-toleuenesulfonate

Base Information

Chemical Name:(2R,6R)-2,6-dimethyl-7-tetrahydropyranyloxyheptyl p-toleuenesulfonate
CAS No.:299926-66-2
Molecular Formula:C₂₁H₃₄O₅S
Molecular Weight:398.564
Hs Code.:

Synonyms:(2R,6R)-2,6-dimethyl-7-tetrahydropyranyloxyheptyl p-toleuenesulfonate

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Chemical Property of (2R,6R)-2,6-dimethyl-7-tetrahydropyranyloxyheptyl p-toleuenesulfonate

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Technology Process of (2R,6R)-2,6-dimethyl-7-tetrahydropyranyloxyheptyl p-toleuenesulfonate

There total 7 articles about (2R,6R)-2,6-dimethyl-7-tetrahydropyranyloxyheptyl p-toleuenesulfonate 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: 100.0%

: 98-59-9
p-toluenesulfonyl chloride

: 299430-23-2
(2R,6R)-2,6-dimethyl-7-tetrahydropyranyloxy-1-heptanol

: 299926-66-2
(2R,6R)-2,6-dimethyl-7-tetrahydropyranyloxyheptyl p-toleuenesulfonate

Guidance literature:: In pyridine; at 0 ℃; for 12h;
DOI:10.1002/1099-0690(200008)2000:15<2745::AID-EJOC2745>3.0.CO;2-I

Reference yield:

: 299430-22-1
(2R,6R)-1-tert-butyldimethylsilyloxy-2,6-dimethyl-7-tetrahydropyranyloxyheptane

: 299926-66-2
(2R,6R)-2,6-dimethyl-7-tetrahydropyranyloxyheptyl p-toleuenesulfonate

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / (nBu)4NF / tetrahydrofuran / 18 h / 20 °C

2: 100 percent / pyridine / 12 h / 4 °C

With pyridine; tetrabutyl ammonium fluoride; In tetrahydrofuran;
DOI:10.1002/1099-0690(200109)2001:17<3385::AID-EJOC3385>3.0.CO;2-P

Reference yield:

: 299430-07-2
(R)-3-Methyl-4-<(tetrahydropyranyl)oxy>-1-iodobutane

: 299926-66-2
(2R,6R)-2,6-dimethyl-7-tetrahydropyranyloxyheptyl p-toleuenesulfonate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 85 percent / dimethylformamide / 12 h / 20 °C

2.1: n-BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide; hexane / 1 h / -30 °C

2.2: 91 percent / tetrahydrofuran; hexamethylphosphoric acid triamide; hexane / 10 h / 20 °C

3.1: 82 percent / 5 percent sodium amalgam; EtOH / 26 h / 20 °C

4.1: 99 percent / n-Bu₄NF / tetrahydrofuran / 4 h / 20 °C

5.1: 100 percent / pyridine / 12 h / 0 °C

With sodium amalgam; n-butyllithium; ethanol; tetrabutyl ammonium fluoride; In tetrahydrofuran; pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; N,N-dimethyl-formamide; 1.1: Alkylation / 2.1: Metallation / 2.2: Alkylation / 3.1: Reduction / 4.1: desilylation / 5.1: Tosylation;
DOI:10.1002/1099-0690(200008)2000:15<2745::AID-EJOC2745>3.0.CO;2-I