(1R,2S,3R,4S)-2-(2-tetrahydropyranyloxy)ethoxy-3-(2-tosyloxy)ethoxy-1,7,7-trimethylbicyclo<2.2.1>heptane

Base Information

Chemical Name:(1R,2S,3R,4S)-2-(2-tetrahydropyranyloxy)ethoxy-3-(2-tosyloxy)ethoxy-1,7,7-trimethylbicyclo<2.2.1>heptane
CAS No.:104128-84-9
Molecular Formula:C₂₆H₄₀O₇S
Molecular Weight:496.665
Hs Code.:

Synonyms:(1R,2S,3R,4S)-2-(2-tetrahydropyranyloxy)ethoxy-3-(2-tosyloxy)ethoxy-1,7,7-trimethylbicyclo<2.2.1>heptane

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Chemical Property of (1R,2S,3R,4S)-2-(2-tetrahydropyranyloxy)ethoxy-3-(2-tosyloxy)ethoxy-1,7,7-trimethylbicyclo<2.2.1>heptane

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Technology Process of (1R,2S,3R,4S)-2-(2-tetrahydropyranyloxy)ethoxy-3-(2-tosyloxy)ethoxy-1,7,7-trimethylbicyclo<2.2.1>heptane

There total 5 articles about (1R,2S,3R,4S)-2-(2-tetrahydropyranyloxy)ethoxy-3-(2-tosyloxy)ethoxy-1,7,7-trimethylbicyclo<2.2.1>heptane 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%

: 104144-19-6
(-)-(1R,2S,3R,4S)-2-(2-tetrahydropyranyloxy)ethoxy-3-(2-hydroxy)ethoxy-1,7,7-trimethylbicyclo<2.2.1>heptane

: 98-59-9
p-toluenesulfonyl chloride

: 104128-84-9
(1R,2S,3R,4S)-2-(2-tetrahydropyranyloxy)ethoxy-3-(2-tosyloxy)ethoxy-1,7,7-trimethylbicyclo<2.2.1>heptane

Guidance literature:: With pyridine; at 0 ℃; for 22h;

Reference yield:

: 65338-95-6
1-(tetrahydropyranyloxy)-2-<(p-tolylsulfonyl)oxy>ethane

: 104128-84-9
(1R,2S,3R,4S)-2-(2-tetrahydropyranyloxy)ethoxy-3-(2-tosyloxy)ethoxy-1,7,7-trimethylbicyclo<2.2.1>heptane

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) 50 percent NaH in oil; 2.) H₂ / 2.) 10 percent Pd-C / 1.) DMF, r.t., 3 d.; 2.) EtOH, r.t., 12 h

2: 79 percent / 50 percent NaH in oil / dimethylformamide / 48 h / Ambient temperature

3: 1.69 g / H₂ / 10 percent Pd-C / diethyl ether / 15 h / Ambient temperature

4: 86 percent / pyridine / 22 h / 0 °C

With pyridine; hydrogen; sodium hydride; palladium on activated charcoal; In diethyl ether; N,N-dimethyl-formamide;

Reference yield:

: 59599-25-6
(1R)-(-)-cis-3-hydroxyisoborneol

: 104128-84-9
(1R,2S,3R,4S)-2-(2-tetrahydropyranyloxy)ethoxy-3-(2-tosyloxy)ethoxy-1,7,7-trimethylbicyclo<2.2.1>heptane

Guidance literature:: Multi-step reaction with 5 steps

1: 41 percent / 50 percent NaH in oil / dimethylformamide / 4 h / Ambient temperature

2: 1.) 50 percent NaH in oil; 2.) H₂ / 2.) 10 percent Pd-C / 1.) DMF, r.t., 3 d.; 2.) EtOH, r.t., 12 h

3: 79 percent / 50 percent NaH in oil / dimethylformamide / 48 h / Ambient temperature

4: 1.69 g / H₂ / 10 percent Pd-C / diethyl ether / 15 h / Ambient temperature

5: 86 percent / pyridine / 22 h / 0 °C

With pyridine; hydrogen; sodium hydride; palladium on activated charcoal; In diethyl ether; N,N-dimethyl-formamide;