methyl 2-{(2R,4S,6S)-4-[tert-butyl(dimethyl)silyloxy]-6-(2-oxoethyl)tetrahydro-2H-pyran-2-ylmethyl}-6-methoxybenzoate

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Chemical Name:methyl 2-{(2R,4S,6S)-4-[tert-butyl(dimethyl)silyloxy]-6-(2-oxoethyl)tetrahydro-2H-pyran-2-ylmethyl}-6-methoxybenzoate
CAS No.:365218-55-9
Molecular Formula:C₂₃H₃₆O₆Si
Molecular Weight:436.621
Hs Code.:

Synonyms:methyl 2-{(2R,4S,6S)-4-[tert-butyl(dimethyl)silyloxy]-6-(2-oxoethyl)tetrahydro-2H-pyran-2-ylmethyl}-6-methoxybenzoate

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Chemical Property of methyl 2-{(2R,4S,6S)-4-[tert-butyl(dimethyl)silyloxy]-6-(2-oxoethyl)tetrahydro-2H-pyran-2-ylmethyl}-6-methoxybenzoate

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Technology Process of methyl 2-{(2R,4S,6S)-4-[tert-butyl(dimethyl)silyloxy]-6-(2-oxoethyl)tetrahydro-2H-pyran-2-ylmethyl}-6-methoxybenzoate

There total 5 articles about methyl 2-{(2R,4S,6S)-4-[tert-butyl(dimethyl)silyloxy]-6-(2-oxoethyl)tetrahydro-2H-pyran-2-ylmethyl}-6-methoxybenzoate 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: 98.0%

: 365218-54-8
methyl 2-{(2R,4R,6S)-6-allyl-4-[tert-butyl(dimethyl)silyloxy]-tetrahydro-2H-pyran-2-ylmethyl}-6-methoxybenzoate

: 365218-55-9
methyl 2-{(2R,4S,6S)-4-[tert-butyl(dimethyl)silyloxy]-6-(2-oxoethyl)tetrahydro-2H-pyran-2-ylmethyl}-6-methoxybenzoate

Guidance literature:: methyl 2-{(2R,4R,6S)-6-allyl-4-[tert-butyl(dimethyl)silyloxy]-tetrahydro-2H-pyran-2-ylmethyl}-6-methoxybenzoate; With oxygen; In dichloromethane; at -78 ℃;

With triphenylphosphine; In dichloromethane; at -78 - 20 ℃; for 3h;
DOI:10.1016/S0040-4039(01)01038-3

Reference yield:

: 2-((2R,4R,6R)-6-Allyl-4-hydroxy-tetrahydro-pyran-2-ylmethyl)-6-methoxy-benzoic acid methyl ester

: 365218-55-9
methyl 2-{(2R,4S,6S)-4-[tert-butyl(dimethyl)silyloxy]-6-(2-oxoethyl)tetrahydro-2H-pyran-2-ylmethyl}-6-methoxybenzoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 89 mg / 2,6-lutidine / CH₂Cl₂ / 1.5 h / 0 °C

2.1: O₃/O₂ / CH₂Cl₂ / 0.17 h / -78 °C

2.2: 98 percent / PPh₃ / CH₂Cl₂ / 3 h / -78 - 20 °C

With 2,6-dimethylpyridine; oxygen; ozone; In dichloromethane;
DOI:10.1039/b209637b

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 365218-55-9
methyl 2-{(2R,4S,6S)-4-[tert-butyl(dimethyl)silyloxy]-6-(2-oxoethyl)tetrahydro-2H-pyran-2-ylmethyl}-6-methoxybenzoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 89 mg / 2,6-lutidine / CH₂Cl₂ / 1.5 h / 0 °C

2.1: O₃/O₂ / CH₂Cl₂ / 0.17 h / -78 °C

2.2: 98 percent / PPh₃ / CH₂Cl₂ / 3 h / -78 - 20 °C

With 2,6-dimethylpyridine; oxygen; ozone; In dichloromethane;
DOI:10.1039/b209637b