benzyl 2-((2R,6S)-6-((S)-2-(benzyloxy)-4-oxobutyl)tetrahydro-2H-pyran-2-yl)-2-methylpropanoate

Base Information

Chemical Name:benzyl 2-((2R,6S)-6-((S)-2-(benzyloxy)-4-oxobutyl)tetrahydro-2H-pyran-2-yl)-2-methylpropanoate
CAS No.:864498-77-1
Molecular Formula:C₂₇H₃₄O₅
Molecular Weight:438.564
Hs Code.:

Synonyms:benzyl 2-((2R,6S)-6-((S)-2-(benzyloxy)-4-oxobutyl)tetrahydro-2H-pyran-2-yl)-2-methylpropanoate

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Chemical Property of benzyl 2-((2R,6S)-6-((S)-2-(benzyloxy)-4-oxobutyl)tetrahydro-2H-pyran-2-yl)-2-methylpropanoate

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Technology Process of benzyl 2-((2R,6S)-6-((S)-2-(benzyloxy)-4-oxobutyl)tetrahydro-2H-pyran-2-yl)-2-methylpropanoate

There total 19 articles about benzyl 2-((2R,6S)-6-((S)-2-(benzyloxy)-4-oxobutyl)tetrahydro-2H-pyran-2-yl)-2-methylpropanoate 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: 96.0%

: 2-[(2R,6S)-6-(2-Benzyloxy-4,5-dihydroxy-pentyl)-tetrahydro-pyran-2-yl]-2-methyl-propionic acid benzyl ester

: 864498-77-1
benzyl 2-((2R,6S)-6-((S)-2-(benzyloxy)-4-oxobutyl)tetrahydro-2H-pyran-2-yl)-2-methylpropanoate

Guidance literature:: With sodium periodate; In tetrahydrofuran; water; for 2h;
DOI:10.1021/ol0515006

Reference yield: 83.0%

: 864498-88-4
benzyl 2-((2R,6S)-6-((R)-2-(benzyloxy)pent-4-en-1-yl)tetrahydro-2H-pyran-2-yl)-2-methylpropanoate

: 864498-77-1
benzyl 2-((2R,6S)-6-((S)-2-(benzyloxy)-4-oxobutyl)tetrahydro-2H-pyran-2-yl)-2-methylpropanoate

Guidance literature:: benzyl 2-((2R,6S)-6-((R)-2-(benzyloxy)pent-4-en-1-yl)tetrahydro-2H-pyran-2-yl)-2-methylpropanoate; With ozone; In dichloromethane; at -78 ℃; for 0.25h;

With triphenylphosphine; In dichloromethane; at -78 - 25 ℃; Inert atmosphere;
DOI:10.1021/jacs.6b04917

Reference yield:

: 2-[(2R,6S)-6-(2-Hydroxy-pent-4-enyl)-tetrahydro-pyran-2-yl]-2-methyl-propionic acid benzyl ester

: 864498-77-1
benzyl 2-((2R,6S)-6-((S)-2-(benzyloxy)-4-oxobutyl)tetrahydro-2H-pyran-2-yl)-2-methylpropanoate

Guidance literature:: Multi-step reaction with 3 steps

1: 93 percent / sodium hydride / dimethylformamide / 1 h / 0 °C

2: N-methylmorpholine N-oxide / osmium tetroxide / acetone; H₂O / 19 h

3: 96 percent / sodium periodate / tetrahydrofuran; H₂O / 2 h

With sodium periodate; sodium hydride; 4-methylmorpholine N-oxide; osmium(VIII) oxide; In tetrahydrofuran; water; N,N-dimethyl-formamide; acetone;
DOI:10.1021/ol0515006