2-((2S,4R,5S,6R)-4-Benzyloxy-6-benzyloxymethyl-5-methyl-tetrahydro-pyran-2-yl)-1-(4-methoxy-phenyl)-ethanone

Base Information

Chemical Name:2-((2S,4R,5S,6R)-4-Benzyloxy-6-benzyloxymethyl-5-methyl-tetrahydro-pyran-2-yl)-1-(4-methoxy-phenyl)-ethanone
CAS No.:626255-10-5
Molecular Formula:C₃₀H₃₄O₅
Molecular Weight:474.597
Hs Code.:

Synonyms:2-((2S,4R,5S,6R)-4-Benzyloxy-6-benzyloxymethyl-5-methyl-tetrahydro-pyran-2-yl)-1-(4-methoxy-phenyl)-ethanone

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Chemical Property of 2-((2S,4R,5S,6R)-4-Benzyloxy-6-benzyloxymethyl-5-methyl-tetrahydro-pyran-2-yl)-1-(4-methoxy-phenyl)-ethanone

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Technology Process of 2-((2S,4R,5S,6R)-4-Benzyloxy-6-benzyloxymethyl-5-methyl-tetrahydro-pyran-2-yl)-1-(4-methoxy-phenyl)-ethanone

There total 6 articles about 2-((2S,4R,5S,6R)-4-Benzyloxy-6-benzyloxymethyl-5-methyl-tetrahydro-pyran-2-yl)-1-(4-methoxy-phenyl)-ethanone 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: 89.0%

: 626255-07-0
2-((2R,4R,5S,6R)-4-Benzyloxy-6-benzyloxymethyl-5-methyl-tetrahydro-pyran-2-yl)-1-(4-methoxy-phenyl)-ethanol

: 626255-10-5
2-((2S,4R,5S,6R)-4-Benzyloxy-6-benzyloxymethyl-5-methyl-tetrahydro-pyran-2-yl)-1-(4-methoxy-phenyl)-ethanone

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 20 ℃;
DOI:10.1055/s-2003-40323

Reference yield:

: 626255-03-6
(5E,7E)-(3S,4R)-1-Benzyloxy-4-hydroxy-8-(4-methoxy-phenyl)-3-methyl-octa-5,7-dien-2-one

: 626255-10-5
2-((2S,4R,5S,6R)-4-Benzyloxy-6-benzyloxymethyl-5-methyl-tetrahydro-pyran-2-yl)-1-(4-methoxy-phenyl)-ethanone

Guidance literature:: Multi-step reaction with 5 steps

1.1: Zn(BH₄)2 / toluene; diethyl ether / -78 °C

1.2: CH₂Cl₂ / -78 °C

2.1: 64 percent / n-Bu₄NI; aq. NaOH / 60 °C / sonication

3.1: 86 percent / NBS; H₂O / acetone / 0 - 20 °C

4.1: 95 percent / n-Bu₃SnH; Et₃B; O₂ / benzene / 20 °C

5.1: 89 percent / Dess-Martin periodinane / CH₂Cl₂ / 20 °C

With sodium hydroxide; N-Bromosuccinimide; zinc(II) tetrahydroborate; triethyl borane; water; oxygen; tri-n-butyl-tin hydride; tetra-(n-butyl)ammonium iodide; Dess-Martin periodane; In diethyl ether; dichloromethane; acetone; toluene; benzene; 5.1: Dess-Martin oxidation;
DOI:10.1055/s-2003-40323

Reference yield:

: 626255-04-7
(2R,3S,4S,5S,6R)-2-Benzyloxymethyl-6-[(E)-2-(4-methoxy-phenyl)-vinyl]-3-methyl-5-phenylselanyl-tetrahydro-pyran-4-ol

: 626255-10-5
2-((2S,4R,5S,6R)-4-Benzyloxy-6-benzyloxymethyl-5-methyl-tetrahydro-pyran-2-yl)-1-(4-methoxy-phenyl)-ethanone

Guidance literature:: Multi-step reaction with 4 steps

1: 64 percent / n-Bu₄NI; aq. NaOH / 60 °C / sonication

2: 86 percent / NBS; H₂O / acetone / 0 - 20 °C

3: 95 percent / n-Bu₃SnH; Et₃B; O₂ / benzene / 20 °C

4: 89 percent / Dess-Martin periodinane / CH₂Cl₂ / 20 °C

With sodium hydroxide; N-Bromosuccinimide; triethyl borane; water; oxygen; tri-n-butyl-tin hydride; tetra-(n-butyl)ammonium iodide; Dess-Martin periodane; In dichloromethane; acetone; benzene; 4: Dess-Martin oxidation;
DOI:10.1055/s-2003-40323