(2R,3R,4R,5R)-5-(tert-butyldimethylsilyloxy)-3-(4-methoxybenzyloxy)-2,4,6-trimethylheptyl methanesulfonate

Base Information

Chemical Name:(2R,3R,4R,5R)-5-(tert-butyldimethylsilyloxy)-3-(4-methoxybenzyloxy)-2,4,6-trimethylheptyl methanesulfonate
CAS No.:957782-27-3
Molecular Formula:C₂₅H₄₆O₆SSi
Molecular Weight:502.788
Hs Code.:

Synonyms:(2R,3R,4R,5R)-5-(tert-butyldimethylsilyloxy)-3-(4-methoxybenzyloxy)-2,4,6-trimethylheptyl methanesulfonate

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Chemical Property of (2R,3R,4R,5R)-5-(tert-butyldimethylsilyloxy)-3-(4-methoxybenzyloxy)-2,4,6-trimethylheptyl methanesulfonate

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Technology Process of (2R,3R,4R,5R)-5-(tert-butyldimethylsilyloxy)-3-(4-methoxybenzyloxy)-2,4,6-trimethylheptyl methanesulfonate

There total 6 articles about (2R,3R,4R,5R)-5-(tert-butyldimethylsilyloxy)-3-(4-methoxybenzyloxy)-2,4,6-trimethylheptyl methanesulfonate 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: 99.0%

: 957782-26-2
(2R,3R,4R,5R)-5-(tert-butyldimethylsilyloxy)-3-(4-methoxybenzyloxy)-2,4,6-trimethylheptan-1-ol

: 124-63-0
methanesulfonyl chloride

: 957782-27-3
(2R,3R,4R,5R)-5-(tert-butyldimethylsilyloxy)-3-(4-methoxybenzyloxy)-2,4,6-trimethylheptyl methanesulfonate

Guidance literature:: With triethylamine; In dichloromethane; at 20 ℃;
DOI:10.1021/jo701524p

Reference yield:

: 663942-91-4
(2S,3R,4R)-3,5-dihydroxy-2,4-dimethylpentyl acetate

: 957782-27-3
(2R,3R,4R,5R)-5-(tert-butyldimethylsilyloxy)-3-(4-methoxybenzyloxy)-2,4,6-trimethylheptyl methanesulfonate

Guidance literature:: Multi-step reaction with 5 steps

1: p-toluenesulfonic acid monohydrate / CH₂Cl₂ / 4 h

2: 72.0 mg / KOH; MeOH / CH₂Cl₂ / 20 °C

3: 90 percent / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 3 h / 20 °C

4: 99 percent / triethylamine / CH₂Cl₂ / 20 °C

With pyridine; methanol; potassium hydroxide; Dess-Martin periodane; toluene-4-sulfonic acid; triethylamine; In dichloromethane; 3: Dess-Martin oxidation;
DOI:10.1021/jo701524p

Reference yield:

: C₁₇H₂₄O₅

: 957782-27-3
(2R,3R,4R,5R)-5-(tert-butyldimethylsilyloxy)-3-(4-methoxybenzyloxy)-2,4,6-trimethylheptyl methanesulfonate

Guidance literature:: Multi-step reaction with 4 steps

1: 72.0 mg / KOH; MeOH / CH₂Cl₂ / 20 °C

2: 90 percent / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 3 h / 20 °C

3: 99 percent / triethylamine / CH₂Cl₂ / 20 °C

With pyridine; methanol; potassium hydroxide; Dess-Martin periodane; triethylamine; In dichloromethane; 2: Dess-Martin oxidation;
DOI:10.1021/jo701524p