(5R,6S,7R)-7-[4-(methoxybenzyl)oxy]-5-hydroxy-2,2,6,8-tetramethyl-3-nonanone

Base Information

Chemical Name:(5R,6S,7R)-7-[4-(methoxybenzyl)oxy]-5-hydroxy-2,2,6,8-tetramethyl-3-nonanone
CAS No.:380498-15-7
Molecular Formula:C₂₁H₃₄O₄
Molecular Weight:350.499
Hs Code.:

Synonyms:(5R,6S,7R)-7-[4-(methoxybenzyl)oxy]-5-hydroxy-2,2,6,8-tetramethyl-3-nonanone

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (5R,6S,7R)-7-[4-(methoxybenzyl)oxy]-5-hydroxy-2,2,6,8-tetramethyl-3-nonanone

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Technology Process of (5R,6S,7R)-7-[4-(methoxybenzyl)oxy]-5-hydroxy-2,2,6,8-tetramethyl-3-nonanone

There total 8 articles about (5R,6S,7R)-7-[4-(methoxybenzyl)oxy]-5-hydroxy-2,2,6,8-tetramethyl-3-nonanone 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: 94.0%

: 17510-46-2
3,3-dimethyl-2-(trimethylsilyl)oxy-1-butene

: 143245-40-3
(2R,3R)-2,4-dimethyl-3-<(4-methoxybenzyloxy)oxy>pentanal

: 380498-15-7
(5R,6S,7R)-7-[4-(methoxybenzyl)oxy]-5-hydroxy-2,2,6,8-tetramethyl-3-nonanone

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at -78 ℃; for 0.25h;
DOI:10.1021/ja953901u

Reference yield:

: 17510-46-2
3,3-dimethyl-2-(trimethylsilyl)oxy-1-butene

: 143245-40-3
(2R,3R)-2,4-dimethyl-3-<(4-methoxybenzyloxy)oxy>pentanal

: 380497-43-8
(5S,6S,7R)-7-[4-(methoxybenzyl)oxy]-5-hydroxy-2,2,6,8-tetramethyl-3-nonanone

: 380498-15-7
(5R,6S,7R)-7-[4-(methoxybenzyl)oxy]-5-hydroxy-2,2,6,8-tetramethyl-3-nonanone

Guidance literature:: With dimethylaluminum chloride; In dichloromethane; at -78 ℃; for 2h; Title compound not separated from byproducts.;
DOI:10.1021/ja011337j

Reference yield:

: 2186-92-7
p-Anisaldehyde dimethyl acetal

: 380498-15-7
(5R,6S,7R)-7-[4-(methoxybenzyl)oxy]-5-hydroxy-2,2,6,8-tetramethyl-3-nonanone

Guidance literature:: Multi-step reaction with 4 steps

1.1: LiBH₄ / tetrahydrofuran; methanol / 1 h / 0 °C

1.2: 79 percent / p-toluenesulfonic acid / CH₂Cl₂ / 2 h / 20 °C

2.1: 99 percent / DIBAL-H / toluene; CH₂Cl₂ / 1 h / 0 °C

3.1: 95 percent / oxalylchloride; DMSO; Et₃N / CH₂Cl₂ / 0.92 h / -78 °C

4.1: Me₂AlCl / CH₂Cl₂ / 2 h / -78 °C

With lithium borohydride; Chloro-oxo-acetic acid; dimethylaluminum chloride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; methanol; dichloromethane; toluene; 3.1: Swern oxidation / 4.1: Mukaiyama aldol reaction;
DOI:10.1021/ja011337j