(2S,3S,4R,5S,6R,7R)-1-benzyloxy-7-(4-methoxybenzyloxy)-3,5-isopropylidenedioxy-2,4,6-trimethyloctane

Base Information

Chemical Name:(2S,3S,4R,5S,6R,7R)-1-benzyloxy-7-(4-methoxybenzyloxy)-3,5-isopropylidenedioxy-2,4,6-trimethyloctane
CAS No.:236401-62-0
Molecular Formula:C₂₉H₄₂O₅
Molecular Weight:470.649
Hs Code.:

Synonyms:(2S,3S,4R,5S,6R,7R)-1-benzyloxy-7-(4-methoxybenzyloxy)-3,5-isopropylidenedioxy-2,4,6-trimethyloctane

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Chemical Property of (2S,3S,4R,5S,6R,7R)-1-benzyloxy-7-(4-methoxybenzyloxy)-3,5-isopropylidenedioxy-2,4,6-trimethyloctane

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Technology Process of (2S,3S,4R,5S,6R,7R)-1-benzyloxy-7-(4-methoxybenzyloxy)-3,5-isopropylidenedioxy-2,4,6-trimethyloctane

There total 8 articles about (2S,3S,4R,5S,6R,7R)-1-benzyloxy-7-(4-methoxybenzyloxy)-3,5-isopropylidenedioxy-2,4,6-trimethyloctane 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: 93.0%

: 236401-77-7
(2S,3S,4R,5R,6S,7R)-1-benzyloxy-7-(4-methoxybenzyloxy)-2,4,6-trimethyl-3,5-octandiol

: 77-76-9
2,2-dimethoxy-propane

: 236401-62-0
(2S,3S,4R,5S,6R,7R)-1-benzyloxy-7-(4-methoxybenzyloxy)-3,5-isopropylidenedioxy-2,4,6-trimethyloctane

Guidance literature:: With pyridinium p-toluenesulfonate; In dichloromethane; at 20 ℃; for 24h;
DOI:10.1021/ol990004c

Reference yield:

: 236401-63-1
(2S,4S,5S,6S,7R)-1-benzyloxy-5-hydroxy-7-(4-methoxybenzyloxy)-2,4,6-trimethyloctan-3-one

: 236401-62-0
(2S,3S,4R,5S,6R,7R)-1-benzyloxy-7-(4-methoxybenzyloxy)-3,5-isopropylidenedioxy-2,4,6-trimethyloctane

Guidance literature:: Multi-step reaction with 2 steps

1: 99 percent / Me₄NBH(OAc)3 / acetonitrile; acetic acid / 16.5 h / -30 - -20 °C

2: 93 percent / PPTS / CH₂Cl₂ / 24 h / 20 °C

With pyridinium p-toluenesulfonate; tetramethylammonium triacetoxyborohydride; In dichloromethane; acetic acid; acetonitrile;
DOI:10.1021/ol990004c

Reference yield:

: 236401-75-5
(2S,4R,5R)-5-((4-methoxybenzyl)oxy)-4-methyl-3?oxohexan-2-yl benzoate

: 236401-62-0
(2S,3S,4R,5S,6R,7R)-1-benzyloxy-7-(4-methoxybenzyloxy)-3,5-isopropylidenedioxy-2,4,6-trimethyloctane

Guidance literature:: Multi-step reaction with 6 steps

1.1: NaBH₄ / methanol / 0.5 h / 20 °C

2.1: 8.02 g / K₂CO₃ / methanol / 4 h / 20 °C

3.1: 96 percent / NaIO₄ / methanol; H₂O / 1 h / 20 °C

4.1: dicyclohexylboron chloride; Et₃N / diethyl ether / 2 h / -10 - 0 °C

4.2: diethyl ether / 19 h / -78 - -20 °C

4.3: 96 percent / aq. H₂O₂ / methanol; various solvent(s) / 2 h / 0 °C / pH 7

5.1: 99 percent / Me₄NBH(OAc)3 / acetonitrile; acetic acid / 16.5 h / -30 - -20 °C

6.1: 93 percent / PPTS / CH₂Cl₂ / 24 h / 20 °C

With sodium tetrahydroborate; sodium periodate; dicyclohexylboron chloride; pyridinium p-toluenesulfonate; potassium carbonate; triethylamine; tetramethylammonium triacetoxyborohydride; In methanol; diethyl ether; dichloromethane; water; acetic acid; acetonitrile;
DOI:10.1021/ol990004c