(2S,3S,4R)-1-(4-Methoxy-benzyloxy)-4-[(2R,4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-pentan-3-ol

Base Information

Chemical Name:(2S,3S,4R)-1-(4-Methoxy-benzyloxy)-4-[(2R,4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-pentan-3-ol
CAS No.:890933-09-2
Molecular Formula:C₂₆H₃₆O₆
Molecular Weight:444.568
Hs Code.:

Synonyms:(2S,3S,4R)-1-(4-Methoxy-benzyloxy)-4-[(2R,4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-pentan-3-ol

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Chemical Property of (2S,3S,4R)-1-(4-Methoxy-benzyloxy)-4-[(2R,4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-pentan-3-ol

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Technology Process of (2S,3S,4R)-1-(4-Methoxy-benzyloxy)-4-[(2R,4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-pentan-3-ol

There total 7 articles about (2S,3S,4R)-1-(4-Methoxy-benzyloxy)-4-[(2R,4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-pentan-3-ol 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: 83.0%

: 890933-01-4
(2S,3S,4R)-4-[(2R,4R,5R)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-pentane-1,3-diol

: 824-94-2
p-methoxybenzyl chloride

: 890933-09-2
(2S,3S,4R)-1-(4-Methoxy-benzyloxy)-4-[(2R,4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-pentan-3-ol

Guidance literature:: With sodium hydride; In tetrahydrofuran; at 20 ℃; for 3h;
DOI:10.1002/anie.200504573

Reference yield:

: 890932-98-6
(R)-4-Benzyl-3-{(2R,3R,4R)-3-hydroxy-4-[(2R,4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-pentanoyl}-oxazolidin-2-one

: 890933-09-2
(2S,3S,4R)-1-(4-Methoxy-benzyloxy)-4-[(2R,4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-pentan-3-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / 2,4,6-trichlorobenzoyl chloride; 4-(dimethylamino)pyridine; Et₃N / toluene / 1.5 h / -78 - 20 °C

2: 20 percent / lithium borohydride; EtOH / diethyl ether / 3.5 h / -10 °C

3: 83 percent / NaH / tetrahydrofuran / 3 h / 20 °C

With dmap; lithium borohydride; ethanol; 2,4,6-trichlorobenzoyl chloride; sodium hydride; triethylamine; In tetrahydrofuran; diethyl ether; toluene; 1: Yamaguchi esterification;
DOI:10.1002/anie.200504573

Reference yield:

: 890932-96-4
(2R,4S,5R,6R)-1-((R)-4-Benzyl-2-oxo-oxazolidin-3-yl)-5-hydroxy-7-(4-methoxy-benzyloxy)-2,4,6-trimethyl-heptane-1,3-dione

: 890933-09-2
(2S,3S,4R)-1-(4-Methoxy-benzyloxy)-4-[(2R,4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-pentan-3-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 93 percent / diisobutylaluminum hydride / diethyl ether / 1 h / -78 °C

2: 80 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone; molecular sieves 4 Angstroem / CH₂Cl₂ / 5 h / 0 °C

3: 100 percent / 2,4,6-trichlorobenzoyl chloride; 4-(dimethylamino)pyridine; Et₃N / toluene / 1.5 h / -78 - 20 °C

4: 20 percent / lithium borohydride; EtOH / diethyl ether / 3.5 h / -10 °C

5: 83 percent / NaH / tetrahydrofuran / 3 h / 20 °C

With dmap; lithium borohydride; ethanol; 4 A molecular sieve; 2,4,6-trichlorobenzoyl chloride; sodium hydride; diisobutylaluminium hydride; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; diethyl ether; dichloromethane; toluene; 3: Yamaguchi esterification;
DOI:10.1002/anie.200504573