benzyl 2-((2R,6S)-6-((2R,4R,5S)-2-(benzyloxy)-4-hydroxy-5-methylhept-6-en-1-yl)tetrahydro-2H-pyran-2-yl)-2-methylpropanoate

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Chemical Name:benzyl 2-((2R,6S)-6-((2R,4R,5S)-2-(benzyloxy)-4-hydroxy-5-methylhept-6-en-1-yl)tetrahydro-2H-pyran-2-yl)-2-methylpropanoate
CAS No.:864498-78-2
Molecular Formula:C₃₁H₄₂O₅
Molecular Weight:494.671
Hs Code.:

Synonyms:benzyl 2-((2R,6S)-6-((2R,4R,5S)-2-(benzyloxy)-4-hydroxy-5-methylhept-6-en-1-yl)tetrahydro-2H-pyran-2-yl)-2-methylpropanoate

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Chemical Property of benzyl 2-((2R,6S)-6-((2R,4R,5S)-2-(benzyloxy)-4-hydroxy-5-methylhept-6-en-1-yl)tetrahydro-2H-pyran-2-yl)-2-methylpropanoate

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Technology Process of benzyl 2-((2R,6S)-6-((2R,4R,5S)-2-(benzyloxy)-4-hydroxy-5-methylhept-6-en-1-yl)tetrahydro-2H-pyran-2-yl)-2-methylpropanoate

There total 20 articles about benzyl 2-((2R,6S)-6-((2R,4R,5S)-2-(benzyloxy)-4-hydroxy-5-methylhept-6-en-1-yl)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: 80.0%

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

: 804559-39-5
(R,R)-trans EZ-CrotylMix

: 864498-78-2
benzyl 2-((2R,6S)-6-((2R,4R,5S)-2-(benzyloxy)-4-hydroxy-5-methylhept-6-en-1-yl)tetrahydro-2H-pyran-2-yl)-2-methylpropanoate

Guidance literature:: In dichloromethane; at 0 ℃; for 20h;
DOI:10.1021/ol0515006

Reference yield:

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

: 864498-78-2
benzyl 2-((2R,6S)-6-((2R,4R,5S)-2-(benzyloxy)-4-hydroxy-5-methylhept-6-en-1-yl)tetrahydro-2H-pyran-2-yl)-2-methylpropanoate

Guidance literature:: Multi-step reaction with 4 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

4: 80 percent / CH₂Cl₂ / 20 h / 0 °C

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

Reference yield:

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

: 864498-78-2
benzyl 2-((2R,6S)-6-((2R,4R,5S)-2-(benzyloxy)-4-hydroxy-5-methylhept-6-en-1-yl)tetrahydro-2H-pyran-2-yl)-2-methylpropanoate

Guidance literature:: Multi-step reaction with 3 steps

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

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

3: 80 percent / CH₂Cl₂ / 20 h / 0 °C

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